JPS59106494A - 燐酸化アスコルビン酸の精製方法 - Google Patents
燐酸化アスコルビン酸の精製方法Info
- Publication number
- JPS59106494A JPS59106494A JP21605382A JP21605382A JPS59106494A JP S59106494 A JPS59106494 A JP S59106494A JP 21605382 A JP21605382 A JP 21605382A JP 21605382 A JP21605382 A JP 21605382A JP S59106494 A JPS59106494 A JP S59106494A
- Authority
- JP
- Japan
- Prior art keywords
- ascorbic acid
- phosphorylated
- activated carbon
- filtered
- water
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000000746 purification Methods 0.000 title description 9
- 125000003289 ascorbyl group Chemical class [H]O[C@@]([H])(C([H])([H])O*)[C@@]1([H])OC(=O)C(O*)=C1O* 0.000 title 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 14
- 150000000996 L-ascorbic acids Chemical class 0.000 claims abstract description 12
- 239000003960 organic solvent Substances 0.000 claims abstract description 10
- 150000003839 salts Chemical class 0.000 claims abstract description 10
- 150000002576 ketones Chemical class 0.000 claims abstract description 5
- 239000004927 clay Substances 0.000 claims abstract description 4
- 239000000969 carrier Substances 0.000 claims abstract description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 11
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000005909 Kieselgur Substances 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 238000004042 decolorization Methods 0.000 claims description 4
- 239000012530 fluid Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims 1
- -1 magnesium 2-phosphorylated L-ascorbate Chemical class 0.000 abstract description 20
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 15
- 230000000694 effects Effects 0.000 abstract description 8
- 239000000706 filtrate Substances 0.000 abstract description 5
- 239000002244 precipitate Substances 0.000 abstract description 5
- 150000001875 compounds Chemical class 0.000 abstract description 3
- 238000001914 filtration Methods 0.000 abstract description 3
- 239000003814 drug Substances 0.000 abstract description 2
- 238000001179 sorption measurement Methods 0.000 abstract description 2
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 239000011777 magnesium Substances 0.000 abstract 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 16
- 239000000047 product Substances 0.000 description 12
- 229960005070 ascorbic acid Drugs 0.000 description 10
- 235000010323 ascorbic acid Nutrition 0.000 description 10
- 239000011668 ascorbic acid Substances 0.000 description 10
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
- 239000007788 liquid Substances 0.000 description 8
- NGPNWUWGVIIIDG-LEJBHHMKSA-L magnesium;[(2r)-2-[(1s)-1,2-dihydroxyethyl]-4-hydroxy-5-oxo-2h-furan-3-yl] phosphate Chemical class [Mg+2].OC[C@H](O)[C@H]1OC(=O)C(O)=C1OP([O-])([O-])=O NGPNWUWGVIIIDG-LEJBHHMKSA-L 0.000 description 8
- 239000008213 purified water Substances 0.000 description 8
- 239000012264 purified product Substances 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 5
- 238000004040 coloring Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- ACFGRWJEQJVZTM-LEJBHHMKSA-L Magnesium L-ascorbic acid-2-phosphate Chemical compound [Mg+2].OC[C@H](O)[C@H]1OC(=O)C(OP([O-])([O-])=O)=C1O ACFGRWJEQJVZTM-LEJBHHMKSA-L 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 3
- 235000015165 citric acid Nutrition 0.000 description 3
- 238000010828 elution Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 2
- 238000002835 absorbance Methods 0.000 description 2
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229940093915 gynecological organic acid Drugs 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 239000001630 malic acid Substances 0.000 description 2
- 235000011090 malic acid Nutrition 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 230000001766 physiological effect Effects 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 235000002906 tartaric acid Nutrition 0.000 description 2
- 239000011975 tartaric acid Substances 0.000 description 2
- 239000003463 adsorbent Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 238000004737 colorimetric analysis Methods 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 150000002505 iron Chemical class 0.000 description 1
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L magnesium chloride Substances [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 239000004137 magnesium phosphate Substances 0.000 description 1
- 229960002261 magnesium phosphate Drugs 0.000 description 1
- 229910000157 magnesium phosphate Inorganic materials 0.000 description 1
- 235000010994 magnesium phosphates Nutrition 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 230000002123 temporal effect Effects 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21605382A JPS59106494A (ja) | 1982-12-09 | 1982-12-09 | 燐酸化アスコルビン酸の精製方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21605382A JPS59106494A (ja) | 1982-12-09 | 1982-12-09 | 燐酸化アスコルビン酸の精製方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS59106494A true JPS59106494A (ja) | 1984-06-20 |
| JPH0350758B2 JPH0350758B2 (enrdf_load_stackoverflow) | 1991-08-02 |
Family
ID=16682540
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP21605382A Granted JPS59106494A (ja) | 1982-12-09 | 1982-12-09 | 燐酸化アスコルビン酸の精製方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS59106494A (enrdf_load_stackoverflow) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6296410A (ja) * | 1985-10-22 | 1987-05-02 | Showa Denko Kk | 浴用剤 |
| US5516919A (en) * | 1994-04-28 | 1996-05-14 | Wako Pure Chemical Industries, Ltd. | Process for producing ascorbic acid derivative |
| EP1059298A1 (en) * | 1999-06-07 | 2000-12-13 | F. Hoffmann-La Roche Ag | Process for purifying L-ascorbyl 2-monophosphate |
| JP4812217B2 (ja) * | 2000-03-03 | 2011-11-09 | サプレスタ エルエルシー | フォスフェートエステル類のベンゾフラノン安定化 |
| JP2012140330A (ja) * | 2010-12-28 | 2012-07-26 | Tosoh Corp | 水溶性リン酸エステルの精製方法 |
-
1982
- 1982-12-09 JP JP21605382A patent/JPS59106494A/ja active Granted
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6296410A (ja) * | 1985-10-22 | 1987-05-02 | Showa Denko Kk | 浴用剤 |
| US5516919A (en) * | 1994-04-28 | 1996-05-14 | Wako Pure Chemical Industries, Ltd. | Process for producing ascorbic acid derivative |
| EP0679655A3 (en) * | 1994-04-28 | 1996-05-22 | Wako Pure Chem Ind Ltd | Process for the preparation of ascorbic acid derivatives. |
| EP1059298A1 (en) * | 1999-06-07 | 2000-12-13 | F. Hoffmann-La Roche Ag | Process for purifying L-ascorbyl 2-monophosphate |
| JP4812217B2 (ja) * | 2000-03-03 | 2011-11-09 | サプレスタ エルエルシー | フォスフェートエステル類のベンゾフラノン安定化 |
| JP2012140330A (ja) * | 2010-12-28 | 2012-07-26 | Tosoh Corp | 水溶性リン酸エステルの精製方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0350758B2 (enrdf_load_stackoverflow) | 1991-08-02 |
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