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72679-02-8

Basic Information
CAS No.: 72679-02-8
Name: (S)-(-)-3-(Benzoylthio)-2-methylpropanoic acid
Article Data: 5
Molecular Structure:
Molecular Structure of 72679-02-8 ((S)-(-)-3-(Benzoylthio)-2-methylpropanoic acid)
Formula: C11H12O3S
Molecular Weight: 224.28
Synonyms: 3-benzoylsulfanyl-2-methyl-propanoic acid;(S)-3-(Benzoylthio)-2-methylpropionic acid;S-(-)-3-benzoylthio-2-methylpropionic acid;S-(-)-3-benzoylthio-2-methyl propionic acid;
EINECS: 276-764-6
Density: 1.249 g/cm3
Melting Point: 61-63oC
Boiling Point: 367.5 °C at 760 mmHg
Flash Point: 176 °C
PSA: 79.67000
LogP: 2.28070
Synthetic route
98-88-4

benzoyl chloride

75172-11-1

(2S)-2-methyl-3-sulfanylpropanoic acid

72679-02-8

(2S)-3-(benzoylthio)-2-methylpropionic acid

Conditions
ConditionsYield
With sodium hydroxide In water Inert atmosphere;71.9%
74431-50-8

(D)-3-(Benzoylthio)-2-methylpropanoic acid

72679-02-8

(2S)-3-(benzoylthio)-2-methylpropionic acid

100-02-7

4-nitro-phenol

72679-02-8

(2S)-3-(benzoylthio)-2-methylpropionic acid

4-nitrophenyl (2S)-3-benzoylthio-2-methylpropionate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 4h;87%
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;
In dichloromethane

toluene-ethyl acetate

865-47-4

potassium tert-butylate

83056-79-5

(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester

72679-02-8

(2S)-3-(benzoylthio)-2-methylpropionic acid

72679-01-7

(2S)-3-benzoylthio-2-methylpropionyl chloride

tert.-butyl (4S)-1-methyl-3-[(2S)-3-benzoylthio-2-methylpropionyl]-2-oxo-imidazolidine-4-carboxylate

Conditions
ConditionsYield
With thionyl chloride In tetrahydrofuran; ethyl acetate73.9%

toluene-ethyl acetate

potassium tert.-butoxide, (2S)-3-benzoylthio-2-methylpropionyl chloride

potassium tert.-butoxide, (2S)-3-benzoylthio-2-methylpropionyl chloride

(S)-1-ethyl-2-oxoimidazolidine-4-carboxylic acid tert-butyl ester

72679-02-8

(2S)-3-(benzoylthio)-2-methylpropionic acid

tert-butyl (4S)-1-ethyl-3-[(2S)-3-benzoylthio-2-methylpropionyl]-2-oxo-imidazolidine-4-carboxylate

Conditions
ConditionsYield
With thionyl chloride In tetrahydrofuran71.3%

toluene-ethyl acetate

potassium tert.-butoxide, (2S)-3-benzoylthio-2-methylpropionyl chloride

potassium tert.-butoxide, (2S)-3-benzoylthio-2-methylpropionyl chloride

72679-02-8

(2S)-3-(benzoylthio)-2-methylpropionic acid

83057-01-6

tert.-butyl (4S)-1-benzyl-2-oxo-imidazolidine-4-carboxylate

83057-02-7

tert.-butyl (4S)-1-benzyl-3-[(2S)-3-benzoylthio-2-methylpropionyl]-2-oxo-imidazolidine-4-carboxylate

Conditions
ConditionsYield
With thionyl chloride In tetrahydrofuran70.7%

toluene-ethyl acetate

potassium tert.-butoxide, (2S)-3-benzoylthio-2-methylpropionyl chloride

potassium tert.-butoxide, (2S)-3-benzoylthio-2-methylpropionyl chloride

tert.-butyl (4S)-1-n-butyl-2-oxo-imidazolidine-4-carboxylate

72679-02-8

(2S)-3-(benzoylthio)-2-methylpropionic acid

tert.-butyl (4S)-1-n-butyl-3-[(2S)-3-benzoylthio-2-methylpropionyl]-2-oxo-imidazolidine-4-carboxylate

Conditions
ConditionsYield
With thionyl chloride In tetrahydrofuran68.4%
201942-94-1

(4R)-2-(2-Thienyl)-1,3-thiazolidine-4-carboxylic acid

72679-02-8

(2S)-3-(benzoylthio)-2-methylpropionic acid

72678-60-5

(4R)-3-[(2S)-S-Benzoyl-3-mercapto-2-methylpropanoyl]-2-(2-thienyl)-4-thiazolidinecarboxylic acid

Conditions
ConditionsYield
With triethylamine; isobutyl chloroformate 1) tetrahydrofuran, RT, 10 min, 2) water, RT, 30 min; Yield given. Multistep reaction;
72679-02-8

(2S)-3-(benzoylthio)-2-methylpropionic acid

72679-01-7

(2S)-3-benzoylthio-2-methylpropionyl chloride

Conditions
ConditionsYield
With thionyl chloride
With thionyl chloride
72679-02-8

(2S)-3-(benzoylthio)-2-methylpropionic acid

74654-91-4

(S)-3-(benzoylthio)-2-methylpropanoylchloride

Conditions
ConditionsYield
With pyridine; thionyl chloride for 7h; Ambient temperature;
With thionyl chloride; triethylamine In calcium chloride
With thionyl chloride In toluene Large scale reaction;
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    (S)-(-)-3-(Benzoylthio)-2-methylpropanoic acid Basic information Product Name: (S)-(-)-3-(Benzoylthio)-2-methylpropanoic acid Synonyms: (S)-3-(benzoylthio)-2-methylpropionic acid;(S)-(-)

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Chemistry

IUPAC Name: (2S)-3-Benzoylsulfanyl-2-methylpropanoic acid 
Synonyms of (S)-(-)-3-(Benzoylthio)-2-methylpropanoic acid (CAS NO.72679-02-8): (2S)-3-Benzoylsulfanyl-2-methylpropanoic acid ; (S)-3-(Benzoylthio)-2-methylpropionic acid 
CAS NO: 72679-02-8
Molecular Formula: C11H12O3
Molecular Weight: 224.28 
Molecular Structure:
EINECS  276-764-6
H bond acceptors:  3 
H bond donors:  1 
Freely Rotating Bonds:  5 
Polar Surface Area: 68.67 Å2 
Index of Refraction: 1.579 
Molar Refractivity: 59.69 cm3 
Molar Volume: 179.4 cm3 
Surface Tension: 51.8 dyne/cm 
Density: 1.249 g/cm3 
Flash Point: 176 °C 
Enthalpy of Vaporization:  64.78 kJ/mol 
Boiling Point: 367.5 °C at 760 mmHg 
Vapour Pressure:  4.77E-06 mmHg at 25°C 
SMILES: O=C(O)C(CSC(=O)c1ccccc1)C  
InChI: InChI=1/C11H12O3S/c1-8(10(12)13)7-15-11(14)9-5-3-2-4-6-9/h2-6,8H,7H2,1H3,(H,12,13)
InChIKey: BCAYPPFBOJCRPN-UHFFFAOYAC 
Std. InChI: InChI=1S/C11H12O3S/c1-8(10(12)13)7-15-11(14)9-5-3-2-4-6-9/h2-6,8H,7H2,1H3,(H,12,13) 
Std. InChIKey: BCAYPPFBOJCRPN-UHFFFAOYSA-N

Uses

 (S)-(-)-3-(Benzoylthio)-2-methylpropanoic acid (CAS NO.72679-02-8) is used as pharmaceutical intermediate.