JPS6242920B2 - - Google Patents
Info
- Publication number
- JPS6242920B2 JPS6242920B2 JP2118178A JP2118178A JPS6242920B2 JP S6242920 B2 JPS6242920 B2 JP S6242920B2 JP 2118178 A JP2118178 A JP 2118178A JP 2118178 A JP2118178 A JP 2118178A JP S6242920 B2 JPS6242920 B2 JP S6242920B2
- Authority
- JP
- Japan
- Prior art keywords
- mba
- inosine
- methyl
- manufacturing
- butenylamine
- 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.)
- Expired
Links
- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical group C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 239000012024 dehydrating agents Substances 0.000 claims description 5
- 239000002808 molecular sieve Substances 0.000 claims description 5
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical group [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 5
- USVMJSALORZVDV-SDBHATRESA-N N(6)-(Delta(2)-isopentenyl)adenosine Chemical compound C1=NC=2C(NCC=C(C)C)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O USVMJSALORZVDV-SDBHATRESA-N 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- UGQMRVRMYYASKQ-KQYNXXCUSA-N Inosine Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C2=NC=NC(O)=C2N=C1 UGQMRVRMYYASKQ-KQYNXXCUSA-N 0.000 description 10
- 229930010555 Inosine Natural products 0.000 description 9
- 229960003786 inosine Drugs 0.000 description 9
- PFCBHFDNVFQUJI-UHFFFAOYSA-N 3-methylbut-2-en-1-amine Chemical compound CC(C)=CCN PFCBHFDNVFQUJI-UHFFFAOYSA-N 0.000 description 5
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- MHSVUSZEHNVFKW-UHFFFAOYSA-N bis-4-nitrophenyl phosphate Chemical compound C=1C=C([N+]([O-])=O)C=CC=1OP(=O)(O)OC1=CC=C([N+]([O-])=O)C=C1 MHSVUSZEHNVFKW-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 230000001737 promoting effect Effects 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- FDGQSTZJBFJUBT-UHFFFAOYSA-N hypoxanthine Chemical compound O=C1NC=NC2=C1NC=N2 FDGQSTZJBFJUBT-UHFFFAOYSA-N 0.000 description 2
- -1 magnesium sulfate Chemical class 0.000 description 2
- 229920002477 rna polymer Polymers 0.000 description 2
- 238000006227 trimethylsilylation reaction Methods 0.000 description 2
- BUBWKNKRFRMZNS-UHFFFAOYSA-N (2-nitrophenyl) dihydrogen phosphate Chemical compound OP(O)(=O)OC1=CC=CC=C1[N+]([O-])=O BUBWKNKRFRMZNS-UHFFFAOYSA-N 0.000 description 1
- SZOLUXDHHKCYKT-ONEGZZNKSA-N (e)-but-1-en-1-amine Chemical compound CC\C=C\N SZOLUXDHHKCYKT-ONEGZZNKSA-N 0.000 description 1
- ZKBQDFAWXLTYKS-UHFFFAOYSA-N 6-Chloro-1H-purine Chemical compound ClC1=NC=NC2=C1NC=N2 ZKBQDFAWXLTYKS-UHFFFAOYSA-N 0.000 description 1
- 150000008224 D-ribosides Chemical class 0.000 description 1
- UGQMRVRMYYASKQ-UHFFFAOYSA-N Hypoxanthine nucleoside Natural products OC1C(O)C(CO)OC1N1C(NC=NC2=O)=C2N=C1 UGQMRVRMYYASKQ-UHFFFAOYSA-N 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- JOOMLFKONHCLCJ-UHFFFAOYSA-N N-(trimethylsilyl)diethylamine Chemical compound CCN(CC)[Si](C)(C)C JOOMLFKONHCLCJ-UHFFFAOYSA-N 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- FKCBLVCOSCZFHV-UHFFFAOYSA-N acetonitrile;ethanol Chemical compound CCO.CC#N FKCBLVCOSCZFHV-UHFFFAOYSA-N 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- WUKWITHWXAAZEY-UHFFFAOYSA-L calcium difluoride Chemical compound [F-].[F-].[Ca+2] WUKWITHWXAAZEY-UHFFFAOYSA-L 0.000 description 1
- 230000032823 cell division Effects 0.000 description 1
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- UQHKFADEQIVWID-UHFFFAOYSA-N cytokinin Natural products C1=NC=2C(NCC=C(CO)C)=NC=NC=2N1C1CC(O)C(CO)O1 UQHKFADEQIVWID-UHFFFAOYSA-N 0.000 description 1
- 239000004062 cytokinin Substances 0.000 description 1
- 239000002024 ethyl acetate extract Substances 0.000 description 1
- WUFIZLJHBHJOHX-UHFFFAOYSA-N ethyl acetate;propan-1-ol;hydrate Chemical compound O.CCCO.CCOC(C)=O WUFIZLJHBHJOHX-UHFFFAOYSA-N 0.000 description 1
- 239000010436 fluorite Substances 0.000 description 1
- 230000005094 fruit set Effects 0.000 description 1
- 238000003898 horticulture Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- KAHVZNKZQFSBFW-UHFFFAOYSA-N n-methyl-n-trimethylsilylmethanamine Chemical compound CN(C)[Si](C)(C)C KAHVZNKZQFSBFW-UHFFFAOYSA-N 0.000 description 1
- UUBPFQGETKBNFO-UHFFFAOYSA-N n-methylbut-2-en-1-amine Chemical compound CNCC=CC UUBPFQGETKBNFO-UHFFFAOYSA-N 0.000 description 1
- LWFWUJCJKPUZLV-UHFFFAOYSA-N n-trimethylsilylacetamide Chemical compound CC(=O)N[Si](C)(C)C LWFWUJCJKPUZLV-UHFFFAOYSA-N 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000005580 one pot reaction Methods 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 125000000548 ribosyl group Chemical group C1([C@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000007226 seed germination Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Landscapes
- Saccharide Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2118178A JPS54115393A (en) | 1978-02-25 | 1978-02-25 | Preparation of n-6-(3-methyl-2-butenyl) adenosine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2118178A JPS54115393A (en) | 1978-02-25 | 1978-02-25 | Preparation of n-6-(3-methyl-2-butenyl) adenosine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS54115393A JPS54115393A (en) | 1979-09-07 |
| JPS6242920B2 true JPS6242920B2 (enrdf_load_stackoverflow) | 1987-09-10 |
Family
ID=12047757
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2118178A Granted JPS54115393A (en) | 1978-02-25 | 1978-02-25 | Preparation of n-6-(3-methyl-2-butenyl) adenosine |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS54115393A (enrdf_load_stackoverflow) |
-
1978
- 1978-02-25 JP JP2118178A patent/JPS54115393A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS54115393A (en) | 1979-09-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0111058B1 (en) | Process for producing 4'-demethyl-epipodophyllotoxin-beta-d-ethylidene-glucoside and acyl-derivative thereof | |
| USRE29558E (en) | Lincomycin analogs | |
| EP0072977A1 (en) | Process for the production of 2-beta-D-ribofuranosylthiazole-4-carboxamide | |
| JPS6155902B2 (enrdf_load_stackoverflow) | ||
| EP0243646B1 (en) | A process for the preparation of forskolin from 9-deoxy-forskolin and intermediates used therein | |
| JPS6242920B2 (enrdf_load_stackoverflow) | ||
| EP0119091B1 (en) | 2,2-diethoxypropionic acid derivatives | |
| JP3259191B2 (ja) | ２，２′−アンヒドロアラビノシルチミン誘導体の合成法 | |
| CA1297878C (en) | Process for the obtention of the ethyl ester of the apovincaminic acid | |
| Kaats-Richters et al. | Large Scale Monotritylation of Water Soluble Compounds Containing Multiple Hydroxyl Groups | |
| JPS62155268A (ja) | ナイザチジンの合成法 | |
| Lange et al. | Bromination of 2, 2, 6-trialkyl-1, 3-dioxan-4-ones. Application of the deuterium isotope effect to the synthesis of a chiral trialkyldioxinone | |
| JP2736916B2 (ja) | シベトンの製造法 | |
| JPS607629B2 (ja) | ｒ―ピロン誘導体の製造方法 | |
| Chen et al. | THE SYNTHESIS OF 2-ARYLIDENE OR 2-ALKYLIDENE-1, 3-DITHIOLES BY USING BU3P-CS2 ADDUCT | |
| KR820000786B1 (ko) | 우라실 유도체의 제조법 | |
| HU176890B (en) | Process for preparing 1-/tetrahydro-2furyl/-5-fluoro-uracyl,1,3bis-/tetrahydro-2-furyl/-5-fluoro-uracyl or the mixture of these ywo compounds | |
| JP3495774B2 (ja) | １−ヒドロキシインドール類の製法 | |
| JPH0248594A (ja) | Ｄ−グルコフラノース又はｄ−キシロフラノース誘導体の製法 | |
| JPH0522713B2 (enrdf_load_stackoverflow) | ||
| JPS5842197B2 (ja) | ６↓−ジシアノメチルプリンヌクレオシドの製造法 | |
| JPS6272672A (ja) | 新規イミダゾ−ル化合物及びその製造方法 | |
| JPH02160799A (ja) | ２′−デオキシ−β−アデノシンの製造法 | |
| JPS5910672B2 (ja) | セスキテルペン誘導体及びその製造法 | |
| JPS59163394A (ja) | ５−カルボキシビニルウラシルヌクレオシドの製造法 |