JP2008230973A - Sugar derivative containing acrylic (methacrylic) group and method for producing sugar derivative containing acrylic (methacrylic) group - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a sugar derivative containing an acrylic (methacrylic) group containing a plurality of ester bonds, and a method for producing the derivative. <P>SOLUTION: The invention provides a sugar derivative containing an acrylic (methacrylic) group and expressed by general formula (1) (in the formula, G-O- is a sugar residue; R1 is a hydrogen atom or a methyl group; and R2 and R3 are each independently a bivalent hydrocarbon group), and a method for producing the sugar derivative by reacting a sugar compound with a carboxylic acid derivative containing an acrylic (methacrylic) group or a carboxylic acid anhydride derivative containing an acrylic (methacrylic) group. <P>COPYRIGHT: (C)2009,JPO&INPIT

Description

  The present invention relates to a novel acrylic (methacrylic) group-containing sugar derivative and a method for producing the acrylic (methacrylic) group-containing sugar derivative.

Conventionally, a polymer having a sugar residue in a side chain has a sugar residue via a glycosidic bond, and thus has excellent hydrophilicity, water absorption, biodegradability, biocompatibility, etc. Development to various uses such as agents, medical materials, water-absorbing resins, and surfactants has been made. For this reason, glycoside derivatives (sugar derivatives) containing acrylic (methacrylic) groups are widely recognized as industrial raw materials as monomer raw materials (see Patent Document 1).
Japanese Patent No. 2990284

  By the way, the sugar derivative described in Patent Document 1 includes one ester bond. If a plurality of ester bond groups are further introduced into this sugar derivative, it is expected that the hydrophobicity is improved and the hydrophilicity / hydrophobicity balance can be easily balanced. That is, it becomes a sugar derivative that can be copolymerized not only with a hydrophilic monomer but also with a hydrophobic monomer such as styrene, which is considered to increase its usefulness as a monomer raw material.

  However, an acrylic (methacrylic) group-containing sugar derivative containing a plurality of ester bonds has not been obtained so far.

  The present invention has been made in view of such circumstances, and an object thereof is to provide a novel acrylic (methacrylic) group-containing sugar derivative containing a plurality of ester bonds and a method for producing the acrylic (methacrylic) group-containing sugar derivative. It is said.

  As a result of intensive studies on the above problems, the present inventors have succeeded in obtaining a novel monomer compound useful for the synthesis of a polymer having a sugar residue in the side chain, thereby completing the present invention.

  That is, the present invention provides a novel acrylic (methacrylic) group-containing sugar derivative and a method for producing the acrylic (methacrylic) group-containing sugar derivative.

  An acrylic (methacrylic) group-containing sugar derivative according to the present invention has the general formula (1);

（式中、Ｇ−Ｏ−は糖残基を示す。Ｒ１は水素原子又はメチル基を示す。Ｒ２及びＲ３はそれぞれ独立に２価の炭化水素基を示す。）で示される。

(In the formula, G-O- represents a sugar residue. R1 represents a hydrogen atom or a methyl group. R2 and R3 each independently represent a divalent hydrocarbon group).

  Moreover, the manufacturing method of the acryl (methacryl) group containing sugar derivative which concerns on this invention is General formula (2);

（式中、Ｒ１は水素原子又はメチル基を示す。Ｒ２及びＲ３はそれぞれ独立に２価の炭化水素基を示す。Ｙはハロゲン原子、水酸基、又は有機残基を示す。）又は一般式（３）；

(In the formula, R1 represents a hydrogen atom or a methyl group. R2 and R3 each independently represent a divalent hydrocarbon group. Y represents a halogen atom, a hydroxyl group, or an organic residue.) Or a general formula (3 );

（式中、Ｒ１は水素原子又はメチル基を示す。Ｒ２及びＲ３はそれぞれ独立に２価の炭化水素基を示す。）で示されるカルボン酸誘導体と、
一般式（４）；
Ｇ−Ｏ−Ｈ （４）
（式中、Ｇ−Ｏ−は糖残基を示す。）で示される糖化合物とを反応させて、上記一般式（１）で示されるアクリル（メタクリル）基含有糖誘導体を製造することを特徴とする。

(Wherein R1 represents a hydrogen atom or a methyl group; R2 and R3 each independently represents a divalent hydrocarbon group);
General formula (4);
G-O-H (4)
(Wherein G-O- represents a sugar residue) is reacted with a sugar compound represented by the above general formula (1) to produce an acrylic (methacrylic) group-containing sugar derivative. And

  In the method for producing an acrylic (methacrylic) group-containing sugar derivative according to the present invention, the carboxylic acid derivative represented by the general formula (2) is 2-methacryloyloxyethyl succinic acid chloride or 2-acryloyloxyethyl succinate. It may be an acid chloride.

  In the method for producing an acrylic (methacrylic) group-containing sugar derivative according to the present invention, the sugar compound may be a monosaccharide.

  The present invention is described in detail below.

  R1 in the general formulas (1), (2), and (3) is a hydrogen atom or a methyl group.

  R2 and R3 in the above general formulas (1), (2), and (3) are divalent hydrocarbon groups. The divalent hydrocarbon group is preferably an alkylene group (alkanediyl group) or alkenylene group having 2 to 8 carbon atoms, particularly preferably 2 to 8 carbon atoms, an arylene group having 6 to 12 carbon atoms, or 3 carbon atoms. -8 cyclic saturated or unsaturated hydrocarbon groups. Specific examples include ethylene group, trimethylene group, propylene group, tetramethylene group, hexamethylene group, heptamethylene group, octamethylene group, dodecamethylene group, phenylene group, cyclohexylene group and the like. R2 and R3 may be the same hydrocarbon group or different hydrocarbon groups.

  In the general formulas (1) and (4), GO— is a sugar residue. The sugar residue is a group in which the hydrogen of the primary hydroxyl group of sugar is removed. In addition, H in General formula (4) means hydrogen of the primary hydroxyl group of sugar. The sugar is not particularly limited, and specifically, it may be any of monosaccharide, oligosaccharide, polysaccharide and the like having a primary hydroxyl group.

  In addition, some or all of the hydroxyl groups other than the primary hydroxyl group of the sugar are protected by ester bonds such as acetyl groups, acetal bonds such as isopropylidene groups, halogen atoms such as bromine, and ether bonds such as benzyl groups. Also good.

  Y in the general formula (2) is a halogen atom, a hydroxyl group, or an organic residue. The organic residue may be any group that can be condensed with a hydroxyl group, and examples thereof include an alkoxy group, an alkylcarbonyloxy group, an alkoxycarbonyloxy group, and an imidazoline group. In addition, as for carbon number of an organic residue, 1-18 are preferable and 1-12 are still more preferable.

  The acrylic (methacrylic) group-containing sugar derivative represented by the general formula (1) is not particularly limited, but specific examples include methyl-6-O- (2-methacryloyloxyethyl succinic acid) -α-D-. Glucopyranoside, methyl-6-O- (2-acryloyloxyethylsuccinic acid) -α-D-glucopyranoside, methyl-6-O- (2-methacryloyloxyethylhexahydrophthalic acid) -α-D-glucopyranoside, Examples include benzyl-6-O- (2-methacryloyloxyethyl succinic acid) -α-D-mannopyranoside, phenyl-6-O- (2-methacryloyloxyethyl succinic acid) -β-D-glucopyranoside.

  Since the acrylic (methacrylic) group-containing glycoside derivative represented by the above general formula (1) of the present invention contains a plurality of ester bonds, hydrophilicity due to sugar residues and hydrophobicity due to a plurality of ester bonding groups In other words, it has amphipathic properties. Therefore, the acryl (methacrylic) group-containing sugar derivative of the present invention can be copolymerized with not only hydrophilic monomers but also hydrophobic monomers such as styrene.

  The acryl (methacrylic) group-containing sugar derivative represented by the above general formula (1) of the present invention is a polymer having a sugar residue in the side chain and excellent in hydrophilicity, water absorption, biodegradability and biocompatibility. It is useful as a monomer raw material. For example, the acrylic (methacrylic) group-containing sugar derivative according to the present invention is useful as a monomer raw material for surface treatment agents, medical materials, water-absorbing resins, surfactants, and the like, and more specifically, oxygen-permeable contacts. It can be used as a raw material for lenses and soft contact lenses.

  The acrylic group-containing sugar derivative represented by the general formula (1) is obtained by reacting the carboxylic acid derivative represented by the general formula (2) or the general formula (3) with the sugar compound represented by the general formula (4). Therefore, it can be manufactured inexpensively and easily.

  The carboxylic acid derivative that is a raw material is not particularly limited, and those produced by known methods and those that are commercially available can be used. Specific examples of the carboxylic acid derivative represented by the general formula (2) include 2-acryloyloxyethyl succinic acid chloride, 2-acryloyloxyethyl hexahydrophthalic acid chloride, 2-acryloyloxyethyl phthalic acid chloride, 2 -Methacryloyloxyethyl succinic acid chloride, 2-methacryloyloxyethyl hexahydrophthalic acid chloride, 2-methacryloyloxyethyl imidazole, 2-methacryloyloxyethyl succinic acid ethyl carbonate and the like can be mentioned. Among these, 2-acryloyloxyethyl succinic acid chloride and 2-methacryloyloxyethyl succinic acid chloride are particularly preferable.

  Similarly, specific examples of the carboxylic acid derivative represented by the general formula (3) include 2-acryloyloxyethyl succinic anhydride, 2-acryloyloxyethyl hexahydrophthalic anhydride, 2-acryloyloxyethyl. Examples include phthalic anhydride, 2-methacryloyloxyethyl succinic anhydride, 2-methacryloyloxyethyl hexahydrophthalic anhydride, and the like.

  In the production of the acrylic group-containing sugar derivative, the carboxylic acid derivative represented by the general formula (2) or the general formula (3) may be used alone or in combination of two or more. . Furthermore, you may use together and use the carboxylic acid derivative shown by General formula (2), and the carboxylic acid derivative shown by General formula (3).

  The sugar compound represented by the general formula (4), which is the other raw material, is not particularly limited, and those manufactured according to a known method and those commercially available can be used. Specifically, monosaccharides, oligosaccharides, and polysaccharides can be used. Specific examples of monosaccharides include hexoses such as glucose, galactose, mannose and fructose, and pentoses such as arabinose, xylose and ribose. Specific examples of oligosaccharides include disaccharides such as maltose, lactose, trehalose, cellobiose, isomaltose, gentiobiose, melibiose, laminaribiose, xylobiose, mannobiose, sophorose, cellulose, maltotriose, isomaltotriose, maltotetra Examples thereof include aose, maltopentaose, mannotriose, manninotriose and the like. In addition, the sugar compound may be a glycoside, methyl-α-D-glucopyranoside, benzyl-α-D-mannopyranoside, benzyl-α-D-glucopyranoside, phenyl-α-D-glucopyranoside, phenyl-β. -D-glucopyranoside or the like, preferably an alkyl group having 1 to 18 carbon atoms, more preferably 1 to 12 carbon atoms, preferably 7 to 18 carbon atoms, more preferably an aralkyl group having 7 to 12 carbon atoms, or preferably carbon. Examples thereof include glycoside compounds having an aryl group of 6 to 18, more preferably 6 to 12 carbon atoms. The aforementioned sugar compounds may be used alone or in combination of two or more. The amount of the sugar compound used is not particularly limited, but it may be about 1 to 20 times the molar amount, preferably 1 to 10 times the molar amount of the carboxylic acid derivative.

  Further, when the carboxylic acid derivative represented by the general formula (2) or the general formula (3) is reacted with the sugar compound represented by the general formula (4), the reaction proceeds smoothly and is represented by the general formula (1). The reaction solvent is used from the viewpoint of obtaining an acrylic group-containing sugar derivative with good yield. Any reaction solvent that does not react with the carboxylic acid derivative can be used. For example, halogenated hydrocarbons such as dichloromethane, chloroform, 1,2-dichloroethane, 1,1,1-trichloroethane, 1,1,2-trichloroethane, 1,1,1,2-tetrachloroethane, chlorobenzene, benzene, Aromatic hydrocarbons such as toluene and xylene, ethyl ether, isopropyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, diethylene glycol dimethyl ether, dioxane, tetrahydrofuran, and other ethers, methyl acetate, ethyl acetate, isopropyl acetate, normal butyl acetate, etc. Esters, ketones such as acetone and methyl ethyl ketone, polar aprotic solvents such as acetonitrile, dimethylformamide and dimethyl sulfoxide, trimethylamine, Tylamine, tripropylamine, triisopropylamine, N-methyldicyclohexylamine, triallylamine, pyridine, N, N-dimethylaminopyridine, N-methylmorpholine, N-methylimidazole, N, N'-dimethylpiperazine, NN -Tertiary amines such as dimethylaniline, N, N, N ', N'-tetramethylethylenediamine can be used. These solvents may be used alone or in combination of two or more. The amount of the solvent used is not particularly limited, but may be about 1 to 50 ml, preferably 1 to 20 ml, with respect to 1 g of the carboxylic acid derivative.

  When the polymerization reaction other than the target reaction proceeds when the carboxylic acid derivative represented by the general formula (2) or the general formula (3) is reacted with the sugar compound represented by the general formula (4) The reaction can be carried out by adding a polymerization inhibitor. The polymerization inhibitor is not particularly limited, and any known one can be used. Specific examples include hydroquinone monomethyl ether, hydroquinone monoethyl ether, butylhydroxytoluene, butylcatechol, benzoquinone, nitrosobenzene, cupric chloride, and ferric chloride. A polymerization inhibitor may be used independently or may be used in combination of 2 or more types. The addition amount of the polymerization inhibitor is about 0.1 to 2%, preferably about 0.3 to 1% of the amount of the carboxylic acid derivative used by weight.

  In addition, when an acid halide is used as the carboxylic acid derivative represented by the general formula (2) or the general formula (3), the above-described tertiary amine is used as a solvent in order to facilitate the reaction, or It is preferable to use it in addition to other solvents. The amount of tertiary amine added in the case of using an acid halide as the carboxylic acid derivative is not particularly limited, but may be 1 to 20 times mol of the amount of acid halide usually used, and 1 to 10 times mol. preferable.

  The reaction temperature and reaction time for reacting the carboxylic acid derivative represented by the general formula (2) or the general formula (3) and the sugar compound represented by the general formula (4) are not particularly limited, but are usually −10 to 100. C., preferably 0 to 30.degree. C. for about 1 to 24 hours.

  According to the present invention, a novel acrylic (methacrylic) group-containing sugar derivative having a hydrophilic sugar residue and a plurality of hydrophobic ester bonds and a method for producing the acrylic (methacrylic) group-containing sugar derivative are provided. can do.

  Further, the acryl (methacrylic) group-containing sugar derivative according to the present invention is used as a monomer useful for the synthesis of a polymer having a sugar residue in the side chain and excellent in hydrophilicity, water absorption, biodegradability and biocompatibility. be able to.

  The following examples further illustrate the present invention, but the present invention is not limited to these examples.

Example 1
<Production of methyl-6-O- (2-methacryloyloxyethyl succinic acid) -α-D-glucopyranoside>
1952 g (10.05 mol) of methyl-α-D-glucopyranoside was suspended in 2.5 L of pyridine, and cooled to 0 ° C. with good mixing and stirring. After cooling, 500 g (2.011 mol) of 2-methacryloyloxyethyl succinic acid chloride was added dropwise while maintaining the reaction temperature at 0 to 10 ° C., followed by stirring for 4 hours after completion of the addition. The obtained reaction solution was extracted with chloroform, and then the organic layer was washed with water and dried over magnesium sulfate. The organic layer was concentrated under reduced pressure to obtain 621.7 g of methyl-6-O- (2-methacryloyloxyethylsuccinic acid) -α-D-glucopyranoside as a colorless transparent liquid (yield 76%). The production of methyl-6-O- (2-methacryloyloxyethyl succinic acid) -α-D-glucopyranoside was confirmed by ¹ H-NMR.
¹ H-NMR (CDCl ₃ , 400 MHz) 6.08 (s, 1H, CH ₂ =), 5.55 (q, 1H, CH ₂ =), 4.81 (d, 1H, anomeric hydrogen), 4. 71 (dd, 1H, sugar skeleton), 4.42 (dd, 1H, sugar skeleton), 4.24 to 4.32 (m, 2H, sugar skeleton), 4.24 to 4.28 (m, 4H, _{-O-CH 2 -CH 2 -O-)} , 3.90 (dd, 1H, sugar backbone), 3.60~3.74 (m, 2H, sugar backbone), 3.42 (dd, 1H, sugar backbone), 3.33 (s, 3H, -OMe), 2.60~2.69 (m, 4H, -C (O) -CH 2 CH 2 C (O) -), 1.9 (-Me )

-Example 2-
<Production of methyl-6-O- (2-acryloyloxyethyl succinic acid) -α-D-glucopyranoside>
831 mg (4.280 mmol) of methyl-α-D-glucopyranoside was suspended in 2 mL of pyridine and cooled to 0 ° C. with good mixing and stirring. After cooling, 201 mg (0.857 mmol) of 2-acryloyloxyethyl succinic acid chloride was added dropwise while maintaining the reaction temperature at 0 to 10 ° C., and the mixture was stirred for 3 hours after completion of the addition. The obtained reaction solution was extracted with chloroform, and then the organic layer was washed with water and dried over magnesium sulfate. The organic layer was concentrated under reduced pressure to obtain 152 mg of methyl-6-O- (2-acryloyloxyethylsuccinic acid) -α-D-glucopyranoside as a colorless transparent liquid (yield 45%). The production of methyl-6-O- (2-acryloyloxyethyl succinic acid) -α-D-glucopyranoside was confirmed by ¹ H-NMR.
¹ H-NMR (CDCl ₃ , 400 MHz) 6.42 (d, 1H, CH ₂ = CH-), 6.12 (dd, 1H, CH ₂ = CH-), 5.85 (dd, 1H, CH ₂ = CH-), 4.85 (d, 1H, anomeric hydrogen), 4.76 (dd, 1H, sugar skeleton), 4.53 (dd, 1H, sugar skeleton), 4.27 to 4.39 (m , 4H, —O—CH ₂ —CH ₂ —O—), 4.23 to 4.31 (m, 1H, sugar skeleton), 3.96 (dd, 1H, sugar skeleton), 3.73 to 3. 77 (m, 2H, sugar skeleton), 3.46 (dd, 1H, sugar skeleton), 3.36 (s, 3H, -OMe), 2.81 (dd, 2H, sugar skeleton), 2.63- 2.79 (m, 4H, —C (O) —CH ₂ CH ₂ C (O) —)

Example 3
<Production of methyl-6-O- (2-methacryloyloxyethyl hexahydrophthalic acid) -α-D-glucopyranoside>
640 mg (3.296 mmol) of methyl-α-D-glucopyranoside was suspended in 2 mL of pyridine and cooled to 0 ° C. with good mixing and stirring. 198 mg (0.654 mmol) of 2-methacryloyloxyethyl hexahydrophthalic acid chloride was added dropwise while maintaining the reaction temperature at 0 to 10 ° C., and the mixture was stirred for 3 hours after completion of the addition. The obtained reaction solution was extracted with chloroform, and then the organic layer was washed with water and dried over magnesium sulfate. The organic layer was concentrated under reduced pressure to obtain 273 mg of methyl-6-O- (2-methacryloyloxyethylhexahydrophthalic acid) -α-D-glucopyranoside as a colorless transparent liquid (yield 90%). The production of methyl-6-O- (2-methacryloyloxyethylhexahydrophthalic acid) -α-D-glucopyranoside was confirmed by ¹ H-NMR.
¹ H-NMR (CDCl ₃ , 400 MHz) 6.11 (s, 1H, CH ₂ =), 5.58 (m, 1H, CH ₂ =), 4.82 (d, 1H, anomeric hydrogen), 4. 74 (dd, 1H, sugar skeleton), 4.66 (dd, 1H, sugar skeleton), 4.54 (dd, 1H, sugar skeleton), 4.34 to 4.38 (m, 1H, sugar skeleton), 4.16 (d, 1H, sugar skeleton), 3.84 (m, 1H, sugar skeleton), 3.71 (dd, 1H, sugar skeleton), 3.62 (d, 1H, sugar skeleton), 3. 51 (dd, 1H, sugar skeleton), 4.28 to 4.34 (m, 4H, —O—CH ₂ —CH ₂ —O—), 3.32 (—OMe), 2.89 to 3.01 (M, 1H, cyclohexane skeleton), 2.76 to 2.87 (m, 1H, cyclohexane skeleton), 1,95 to 2.15 (m 2H, cyclohexane skeleton), 1.92 (s, 3H, -Me), 1.63-1.86 (m, 2H, cyclohexane skeleton), 1.49-1.61 (m, 2H, cyclohexane skeleton), 1.27 to 1.48 (m, 2H, cyclohexane skeleton)

Example 4
<Production of benzyl-6-O- (2-methacryloyloxyethyl succinic acid) -α-D-mannopyranoside>
200 mg (0.740 mmol) of benzyl-α-D-mannopyranoside was dissolved in 0.5 mL of pyridine and cooled to 0 ° C. with good mixing and stirring. 37 mg (0.149 mmol) of 2-methacryloyloxyethyl succinic acid chloride was added dropwise while maintaining the reaction temperature at 0 to 10 ° C., and the mixture was stirred at room temperature for 10 hours after completion of the addition. The obtained reaction solution was extracted with chloroform, and then the organic layer was washed with water and dried over magnesium sulfate. The organic layer was concentrated under reduced pressure to obtain 60 mg of benzyl-6-O- (2-methacryloyloxyethylsuccinic acid) -α-D-mannopyranoside as a colorless transparent liquid (yield 84%). The production of benzyl-6-O- (2-methacryloyloxyethyl succinic acid) -α-D-mannopyranoside was confirmed by ¹ H-NMR.
¹ H-NMR (CDCl ₃ , 400 MHz) 7.27 to 7.35 (m, 5H, aromatic ring), 6.10 (s, 1H, CH ₂ =), 5.57 (s, 1H, CH ₂ = ), 4.90 (d, 1H, anomeric hydrogen), 4.69 (dd, 1H, sugar skeleton), 4.56 (dd, 1H, sugar skeleton), 4.50 (d, 2H, CH ₂ Ph) 4.26 to 4.34 (m, 4H, —O—CH ₂ —CH ₂ —O—), 4.17 (dd, 1H, sugar skeleton), 4.05 to 4.09 (m, 1H, Sugar skeleton), 3.81 to 3.98 (m, 3H, sugar skeleton), 3.64 to 3.74 (m, 2H, sugar skeleton), 2.64 to 2.73 (m, 4H, -C _{(O) -CH 2 CH 2 C} (O) -), 1.92 (s, 3H, -Me)

-Example 5
<Production of phenyl-6-O- (2-methacryloyloxyethyl succinic acid) -β-D-glucopyranoside>
Phenyl-β-D-glucopyranoside (203 mg, 0.792 mmol) was dissolved in 0.5 mL of pyridine and cooled to 0 ° C. with good mixing and stirring. 39 mg (0.157 mmol) of 2-methacryloyloxyethyl succinic acid chloride was added dropwise while maintaining the reaction temperature at 0 to 10 ° C., and the mixture was stirred at room temperature for 10 hours after completion of the addition. The obtained reaction solution was extracted with chloroform, and then the organic layer was washed with water and dried over magnesium sulfate. The organic layer was concentrated under reduced pressure to obtain 52 mg of phenyl-6-O- (2-methacryloyloxyethylsuccinic acid) -β-D-glucopyranoside as a colorless transparent liquid (yield 71%). The formation of phenyl-6-O- (2-methacryloyloxyethyl succinic acid) -β-D-glucopyranoside was confirmed by ¹ H-NMR.
¹ H-NMR (CDCl ₃ , 400 MHz) 7.26 (t, 2H, aromatic ring), 6.96 to 7.04 (m, 3H, aromatic ring), 6.10 (s, 1H, CH ₂ =) , 5.56 (s, 1H, CH2 =), 4.88 (d, 1H, anomeric hydrogen), 4.49 (dd, 1H, sugar skeleton), 4.23 to 4.38 (m, 2H, sugar backbone), 4.27~4.35 (m, 4H, -O-CH 2 -CH 2 -O-), 3.70~3.81 (m, 2H, sugar backbone), 3.65 to 3. 69 (m, 2H, sugar skeleton), 3.58 to 3.63 (m, 1H, sugar skeleton), 3.51 to 3.55 (m, 1H, sugar skeleton), 2.61 to 2.73 ( m, 4H, -C (O) -CH 2 CH 2 C (O) -), 1.92 (s, 3H, -Me)

Claims (4)

General formula (1);

(In the formula, G-O- represents a sugar residue. R1 represents a hydrogen atom or a methyl group. R2 and R3 each independently represents a divalent hydrocarbon group.) Containing sugar derivative. General formula (2);

(In the formula, R1 represents a hydrogen atom or a methyl group. R2 and R3 each independently represent a divalent hydrocarbon group. Y represents a halogen atom, a hydroxyl group, or an organic residue.) Or a general formula (3 );

(Wherein R1 represents a hydrogen atom or a methyl group; R2 and R3 each independently represents a divalent hydrocarbon group);
General formula (4);
G-O-H (4)
(Wherein G-O- represents a sugar residue) is reacted with a saccharide compound represented by the general formula (1);

(In the formula, G-O- represents a sugar residue. R1 represents a hydrogen atom or a methyl group. R2 and R3 each independently represents a divalent hydrocarbon group.) A method for producing an acrylic (methacrylic) group-containing sugar derivative, characterized by producing a sugar derivative.   The method for producing an acrylic (methacrylic) group-containing sugar derivative according to claim 2, wherein the carboxylic acid derivative is 2-methacryloyloxyethyl succinic acid chloride or 2-acryloyloxyethyl succinic acid chloride. .   The method for producing an acrylic (methacrylic) group-containing sugar derivative according to claim 2 or 3, wherein the sugar compound is a monosaccharide.