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Basic Information
| CAS No.: | 4286-15-1 |
|---|---|
| Name: | (S)-(+)-2-PHENYLBUTYRIC ACID |
| Article Data: | 64 |
| Molecular Structure: | |
|
|
|
| Formula: | C10H12 O2 |
| Molecular Weight: | 164.204 |
| Synonyms: | Benzeneaceticacid, a-ethyl-, (S)-; Butyric acid,2-phenyl-, (S)-(+)- (8CI); (+)-(S)-2-Phenylbutyric acid; (+)-2-Phenylbutanoicacid; (+)-2-Phenylbutyric acid; (+)-a-Phenylbutyric acid; (2S)-2-Phenylbutanoic acid;(2S)-2-Phenylbutyric acid; (S)-(+)-2-Phenylbutanoic acid;(S)-(+)-2-Phenylbutyric acid; (S)-2-Phenylbutanoic acid; (S)-2-Phenylbutyricacid; (S)-a-Ethylbenzeneacetic acid; (S)-a-Ethylphenylacetic acid |
| EINECS: | 201-982-5 |
| Density: | 1.09 g/cm3 |
| Boiling Point: | 272.9 ºC at 760 mmHg |
| Flash Point: | 170.2 ºC |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22 |
| Safety: | 23-36 |
| PSA: | 37.30000 |
| LogP: | 2.26480 |
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Synthetic route
- 27854-88-2
(R)-1-(4-pyridinyl)ethanol
- 90-27-7
2-Phenylbutyric acid
A
- 4286-15-1
(S)-2-phenylbutyric acid
B
- 938-79-4
(2R)-2-phenylbutanoic acid
C
- 88549-64-8, 88549-65-9, 88588-27-6, 88588-31-2, 97996-71-9, 134624-71-8
2-Phenyl-butyric acid (R)-1-pyridin-4-yl-ethyl ester
Conditions
| Conditions | Yield |
|---|---|
| With Palomo reagent; triethylamine In toluene for 48h; Ambient temperature; Yields of byproduct given; | A n/a B n/a C 99% |
| With dicyclohexyl-carbodiimide In toluene for 6h; Product distribution; kinetic resolution of racemic carboxylic acids; other carboxylic acids and homochiral alcohols; var. reaction time, temperature and solvents; | A n/a B n/a C 86% |
| With dicyclohexyl-carbodiimide In toluene for 6h; Yields of byproduct given; | A n/a B n/a C 86% |
...Expand
A
- 4286-15-1
(S)-2-phenylbutyric acid
B
- 90319-52-1
(4R)-phenyl-2-oxazolidinone
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: (4R)-3-((2S)-2-phenylbutanoyl)-4-phenyl-oxazolidin-2-one With lithium hydroxide monohydrate; dihydrogen peroxide In tetrahydrofuran; water at 20℃; for 12h; Inert atmosphere; Stage #2: With hydrogenchloride In water pH=3; Inert atmosphere; | A 91% B 82% |
| With dihydrogen peroxide; lithium hydroxide In tetrahydrofuran; water | A 89% B 85% |
- 167476-42-8
1,1-bis(trimethylsilyloxy)-2-phenylbutene
- 4286-15-1
(S)-2-phenylbutyric acid
Conditions
| Conditions | Yield |
|---|---|
| With methanol; 2,6-bis(1,3-dimethylphenanthren-9-yl)-4H-dinaphtho[2,1-d:1',2'-f][1,3,2]dithiazepine 3,3,5,5-tetraoxide In dichloromethane at 20℃; for 0.25h; Inert atmosphere; enantioselective reaction; | 82% |
- 865363-42-4
(S)-2-Phenyl-butyric acid 2,2-diphenyl-vinyl ester
- 4286-15-1
(S)-2-phenylbutyric acid
Conditions
| Conditions | Yield |
|---|---|
| With lithium hydroxide; dihydrogen peroxide In tetrahydrofuran; water at 0℃; for 1.5h; | 81% |
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: phenylacetic acid With n-butyllithium; N1,N3-bis((R)-1-phenyl-2-(piperidin-1-yl)ethyl)propane-1,3-diamine In tetrahydrofuran; hexanes at 0℃; Inert atmosphere; Stage #2: ethyl iodide In tetrahydrofuran; hexanes at -78℃; for 0.166667h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 81% |
Conditions
| Conditions | Yield |
|---|---|
| A 70% B n/a | |
| A n/a B 70% | |
| Stage #1: 2-Phenylbutyric acid With (1S,2R)-1-amino-2-indanol In ethanol; water at 30℃; for 12h; Addition; Stage #2: With hydrogenchloride Hydrolysis; |
- 74042-63-0
(R)-(-)-2-phenylbutyramide
A
- 4286-15-1
(S)-2-phenylbutyric acid
B
- 938-79-4
(2R)-2-phenylbutanoic acid
Conditions
| Conditions | Yield |
|---|---|
| With hydrogen cation for 7h; Heating; Title compound not separated from byproducts; | A n/a B 54% |
Conditions
| Conditions | Yield |
|---|---|
| With potassium phosphate buffer; Rhodococcus sp. AJ270 at 30℃; for 120h; pH=7.0; Hydrolysis; | A 51% B 47% |
| at 30℃; for 145h; Rhodococcus sp. (SP 361), pH 7; | A 25% B 20% |
- 769-68-6
2-phenylbutanenitrile
A
- 4286-15-1
(S)-2-phenylbutyric acid
B
- 74042-63-0
(R)-(-)-2-phenylbutyramide
Conditions
| Conditions | Yield |
|---|---|
| With Rhodococcus sp. CGMCC 0497 In phosphate buffer for 34h; pH=7.0; | A 38% B 50% |
| With potassium phosphate buffer; Rhodococcus sp. AJ270 at 30℃; for 96h; pH=7.0; Hydrolysis; | A 40% B 34% |
- 769-68-6
2-phenylbutanenitrile
A
- 4286-15-1
(S)-2-phenylbutyric acid
B
- 13490-76-1
(S)-2-phenylbutyramide
C
- 74042-63-0
(R)-(-)-2-phenylbutyramide
Conditions
| Conditions | Yield |
|---|---|
| at 30℃; for 71h; Rhodococcus sp. (SP 361), pH 7; | A 22% B n/a C 31% |
| at 30℃; for 71h; Rhodococcus sp. (SP 361), pH 7; Title compound not separated from byproducts; | A 22% B n/a C 31% |
| for 71h; SP361 enzyme system; Yields of byproduct given; | A 22% B n/a C n/a |
| for 71h; SP361 enzyme system; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
...Expand
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(S)-(+)-2-PHENYLBUTYRIC ACID
