JPS55118438A - Preparation of optically active beta-hydroxyisobutyric acid and its ester - Google Patents
Preparation of optically active beta-hydroxyisobutyric acid and its esterInfo
- Publication number
- JPS55118438A JPS55118438A JP2556779A JP2556779A JPS55118438A JP S55118438 A JPS55118438 A JP S55118438A JP 2556779 A JP2556779 A JP 2556779A JP 2556779 A JP2556779 A JP 2556779A JP S55118438 A JPS55118438 A JP S55118438A
- Authority
- JP
- Japan
- Prior art keywords
- hydroxyisobutyric acid
- ester
- preparation
- optically active
- gluconobacter
- 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.)
- Pending
Links
- DBXBTMSZEOQQDU-UHFFFAOYSA-N 3-hydroxyisobutyric acid Chemical compound OCC(C)C(O)=O DBXBTMSZEOQQDU-UHFFFAOYSA-N 0.000 title 1
- 150000002148 esters Chemical class 0.000 title 1
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 abstract 3
- 241000589236 Gluconobacter Species 0.000 abstract 3
- 241000894006 Bacteria Species 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- DBXBTMSZEOQQDU-GSVOUGTGSA-N (r)-3-hydroxyisobutyric acid Chemical compound OC[C@@H](C)C(O)=O DBXBTMSZEOQQDU-GSVOUGTGSA-N 0.000 abstract 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 abstract 1
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 229930195725 Mannitol Natural products 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 238000011534 incubation Methods 0.000 abstract 1
- 235000010355 mannitol Nutrition 0.000 abstract 1
- 239000000594 mannitol Substances 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 239000002304 perfume Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 239000000758 substrate Substances 0.000 abstract 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: To obtain the title compound useful as a starting material for perfumes, by incubation of bacteria belonging to the well-known genus Gluconobacter, in a liquid medium comprising easily available 2-methyl-1,3-propanediol, and if desired, by its esterification.
CONSTITUTION: Bacteria, e.g. Gluconobacter.roseus, or IAM1841, belonging to the genus Gluconobacter and having the ability to oxidize 2-methylpropane-1,3-diol, are incubated under aerobic incubating conditions in a liquid medium comprishing 2- methylpropane-1,3-diol, and (R)-(-)-β-hydroxyisobutyric acid is collected from the culture and, if desired, esterified, to obtain the object compound of the formula (R' is H or alkyl). Preferably, mannitol or an enzyme extract may be cited as the medium, and the substrate concentration in the oxidation is in the range of 0.1W 0.5%.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2556779A JPS55118438A (en) | 1979-03-07 | 1979-03-07 | Preparation of optically active beta-hydroxyisobutyric acid and its ester |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2556779A JPS55118438A (en) | 1979-03-07 | 1979-03-07 | Preparation of optically active beta-hydroxyisobutyric acid and its ester |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS55118438A true JPS55118438A (en) | 1980-09-11 |
Family
ID=12169498
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2556779A Pending JPS55118438A (en) | 1979-03-07 | 1979-03-07 | Preparation of optically active beta-hydroxyisobutyric acid and its ester |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS55118438A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4642290A (en) * | 1982-12-06 | 1987-02-10 | Sih Charles J | Process for preparing a compound for use in the production of L-carnitine |
| JPS63283588A (en) * | 1987-04-24 | 1988-11-21 | ハーマン・ウント・ライマー・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツング | Production of carboxylic acid by microbiological fermentation of alcohol |
| US4826768A (en) * | 1987-04-27 | 1989-05-02 | Texaco Inc. | Polyoxyalkylene glycol conversion to monocarboxylic acid |
| WO2000022153A1 (en) * | 1998-10-15 | 2000-04-20 | Lonza Ag | Method for preparing 3-hydroxycarboxylic acids and captopril |
-
1979
- 1979-03-07 JP JP2556779A patent/JPS55118438A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4642290A (en) * | 1982-12-06 | 1987-02-10 | Sih Charles J | Process for preparing a compound for use in the production of L-carnitine |
| JPS63283588A (en) * | 1987-04-24 | 1988-11-21 | ハーマン・ウント・ライマー・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツング | Production of carboxylic acid by microbiological fermentation of alcohol |
| US4826768A (en) * | 1987-04-27 | 1989-05-02 | Texaco Inc. | Polyoxyalkylene glycol conversion to monocarboxylic acid |
| WO2000022153A1 (en) * | 1998-10-15 | 2000-04-20 | Lonza Ag | Method for preparing 3-hydroxycarboxylic acids and captopril |
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