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L-Cysteine, N-acetyl-,ethyl ester

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Name

L-Cysteine, N-acetyl-,ethyl ester

EINECS N/A
CAS No. 59587-09-6 Density 1.138 g/cm3
PSA 97.69000 LogP 0.82430
Solubility N/A Melting Point 44.1-44.5 °C
Formula C7H13NO3S Boiling Point 337.6 °C at 760 mmHg
Molecular Weight 191.251 Flash Point 158 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 59587-09-6 (N-Acetyl-L-cysteine ethyl ester) Hazard Symbols N/A
Synonyms

N-Acetyl-L-cysteineethyl ester;N-Acetylcysteine ethyl ester;L-Cysteine, N-acetyl-, ethyl ester;N-Acetylcysteine ethylester;

Article Data 16

L-Cysteine, N-acetyl-,ethyl ester Synthetic route

S,N-diacetyl-L-cysteine monoethyl ester

A

59587-09-6

(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

B

64-17-5

ethanol

Conditions
ConditionsYield
With Hexanethiol; C28H41NOP2Ru; hydrogen In 1,4-dioxane at 150℃; under 15001.5 Torr; for 36h; Autoclave; chemoselective reaction;A 98%
B 80 %Spectr.
64-17-5

ethanol

616-91-1

N-acetylcystein

59587-09-6

(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃; for 4h; Inert atmosphere;47%
With thionyl chloride at 20℃; for 3.5h;47%
With thionyl chloride at 30℃; for 3h; Esterification;46%
84310-90-7

(R)-2-Amino-3-(1,5-diacetoxy-3-methoxy-2-methyl-9-oxo-9H-xanthen-4-yldisulfanyl)-propionic acid ethyl ester

59587-09-6

(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

Conditions
ConditionsYield
In dimethyl sulfoxide at 25℃; for 7.5h; other solvents;43%
24037-21-6

N,N'-diacetyl-L-cystine diethyl ester

59587-09-6

(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

Conditions
ConditionsYield
With hydrogenchloride; zinc
118143-52-5

N-Boc-L-cysteine ethyl ester

59587-09-6

(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2.)I2
2: 43 percent / dimethylsulfoxide / 7.5 h / 25 °C / other solvents
View Scheme
27486-87-9

N-acetyl-S-trityl-L-cysteine

59587-09-6

(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 20 °C
2: trifluoroacetic acid; triethylsilane / dichloromethane / 0 - 20 °C
View Scheme
1032314-56-9

C26H27NO3S

59587-09-6

(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

Conditions
ConditionsYield
With triethylsilane; trifluoroacetic acid In dichloromethane at 0 - 20℃;
616-91-1

N-acetylcystein

59587-09-6

(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N,N-dimethyl-formamide / 20 °C
2: potassium carbonate / N,N-dimethyl-formamide / 20 °C
3: trifluoroacetic acid; triethylsilane / dichloromethane / 0 - 20 °C
View Scheme
3411-58-3

L-cystein ethyl ester

108-24-7

acetic anhydride

59587-09-6

(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

Conditions
ConditionsYield
In dichloromethane Inert atmosphere;
59587-09-6

(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

39657-47-1

O-acetylsyringic acid chloride

(R)-ethyl-2-amino-3-(4-acetoxy-3,5-dimethoxybenzoylthio)propanoate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 5 - 20℃; for 3h;87%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 5 - 20℃; for 3h;87%

L-Cysteine, N-acetyl-,ethyl ester Specification

The CAS registry number of L-Cysteine,N-acetyl-,ethyl ester is 59587-09-6. The IUPAC name is ethyl (2R)-2-acetamido-3-sulfanylpropanoate. In addition, the molecular formula is C7H13NO3S and the molecular weight is 191.25. It should be stored in a cool and dry place.

Physical properties about L-Cysteine,N-acetyl-,ethyl ester are: (1)ACD/LogP: 0.70 ; (2)ACD/LogD (pH 5.5): 0.7; (3)ACD/LogD (pH 7.4): 0.69; (4)ACD/BCF (pH 5.5): 2.01; (5)ACD/BCF (pH 7.4): 1.97; (6)ACD/KOC (pH 5.5): 57.35; (7)ACD/KOC (pH 7.4): 56.22; (8)#H bond acceptors: 4; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 6; (11)Polar Surface Area: 71.91 Å2; (12)Index of Refraction: 1.48; (13)Molar Refractivity: 47.73 cm3; (14)Molar Volume: 167.9 cm3; (15)Polarizability: 18.92 ×10-24cm3; (16)Surface Tension: 38.2 dyne/cm; (17)Density: 1.138 g/cm3; (18)Flash Point: 158 °C; (19)Enthalpy of Vaporization: 58.08 kJ/mol; (20)Boiling Point: 337.6 °C at 760 mmHg; (21)Vapour Pressure: 0.000104 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCC)[C@@H](NC(=O)C)CS
(2)InChI: InChI=1/C7H13NO3S/c1-3-11-7(10)6(4-12)8-5(2)9/h6,12H,3-4H2,1-2H3,(H,8,9)/t6-/m0/s1
(3)InChIKey: MSMRAGNKRYVTCX-LURJTMIEBW

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