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

Name
N-Acetyl-L-cysteine ethyl ester
EINECS
CAS No. 59587-09-6
Article Data16
CAS DataBase
Density 1.138 g/cm³
Solubility
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
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms N-Acetyl-L-cysteineethyl ester;N-Acetylcysteine ethyl ester;L-Cysteine, N-acetyl-, ethyl ester;N-Acetylcysteine ethylester;
PSA 97.69000
LogP 0.82430

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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: 331432-79-2
4,4′-(cyclopent-1-ene-1,2-diyl)bis(5-methylthiophene-2-carboxylic acid)

: 1613317-63-7
(2R,2'R)-diethyl 3,3'-((4,4'-(cyclopent-1-ene-1,2-diyl)bis(5-methylthiophene-2,2'-carbonyl))-bis(sulfanediyl))bis(2-acetamidopropanoate)

Conditions

Conditions	Yield
Stage #1: 4,4′-(cyclopent-1-ene-1,2-diyl)bis(5-methylthiophene-2-carboxylic acid) With dmap; triethylamine; diisopropyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: (R)-2-acetylamino-3-mercapto-propionic acid ethyl ester In N,N-dimethyl-formamide at 20℃; for 16h;	86%

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: 39657-47-1
O-acetylsyringic acid chloride

: C18H23NO8S

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 4h;	85%

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: (1,3-dibenzyl-4,5-diphenylimidazol-2-ylidene)gold(I) chloride

: (1,3-dibenzyl-4,5-diphenylimidazol-2-ylidene)gold(I)-N-acetyl-L-cysteine ethyl Ester

Conditions

Conditions	Yield
With potassium carbonate In water; ethyl acetate at 20℃; for 24h;	78%

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: 6363-01-5
sodium 2-propenylthiosulfate

: N-acetyl-S-allylsulfanyl-L-cysteine ethyl ester

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 3h;	77%

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: 604-69-3
β-D-glucose pentaacetate

: 270062-01-6
N-acetyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-cysteine ethyl ester

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 3h; Etherification;	45%

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: methyl 6-(((S,E)-5-((E)-oct-2-en-1-ylidene)-4-oxocyclopent-2-en-1-yl)amino)-6-oxohexanoate

: methyl 6-(((1R,5R,E)-5-(((R)-2-acetamido-3-ethoxy-3-oxopropyl)thio)-2-((E)-oct-2-en-1-ylidene)-3-oxocyclopentyl)amino)-6-oxohexanoate

Conditions

Conditions	Yield
With triethylamine In dimethyl sulfoxide	29%

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: N-acetyl-3-(β-D-glucopyranosyl)-cysteine ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 45 percent / BF3*Et2O / CH2Cl2 / 3 h / 20 °C 2: 60 percent / Et3N / methanol / 16 h View Scheme

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: 38520-57-9
(R)-2-(acetylamino)-3-mercaptopropanamide

Conditions

Conditions	Yield
With ammonia In ethanol

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: 3282-30-2
pivaloyl chloride

A: S-pivaloyl-N-acetyl-L-cysteine ethyl ester

B: S-pivaloyl-N-acetyl-acetyl-L-cysteine ethyl ester

Conditions

Conditions	Yield
With pyridine; hydrogenchloride In chloroform; water

...Expand

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: 79-03-8
propionyl chloride

: S-propionyl-N-acetyl-L-cysteine ethyl ester

Conditions

Conditions	Yield
With pyridine; hydrogenchloride In chloroform; di-isopropyl ether; water
With pyridine; hydrogenchloride In chloroform; di-isopropyl ether; water

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: 79-30-1
isobutyryl chloride

: S-isobutyryl-N-acetyl-L-cysteine ethyl ester

Conditions

Conditions	Yield
With pyridine; hydrogenchloride In chloroform; di-isopropyl ether; water
With pyridine; hydrogenchloride In chloroform; di-isopropyl ether; water

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: 3282-30-2
pivaloyl chloride

: S-pivaloyl-N-acetyl-L-cysteine ethyl ester

Conditions

Conditions	Yield
With pyridine; hydrogenchloride In chloroform; water

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: 42953-13-9
1-(1-hydroperoxy-1-methylethyl)cyclohexene

A: 1039118-73-4
C16H27NO4S

B: 1040363-82-3
(1R,2R)-2-(1'-hydroxy-1'-methyl-ethyl)-1-cyclohexanol

Conditions

Conditions	Yield
With iron(III) chloride In water; acetonitrile at 20℃; for 1.5h; Title compound not separated from byproducts.;

...Expand

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: S-nitroso-N-acetylcysteine ethyl ester

Conditions

Conditions	Yield
With disodium hydrogenphosphate; phosphoric acid; tetrasodium ethylenediamine-N,N,N',N'-tetraacetate; sodium nitrite In water at 22℃; pH=7.4; Cooling with liquid nitrogen;

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: 133613-71-5
(4R,5aS,7aS,7bR)-5,5a,6,7,7a,7b-hexahydro-7b-hydroxy-4-methyl-indeno[1,7-bc]furan-2(4H)-one

: 3β-(N-acetyl L-cysteine ethyl ester)-2αβ,3-dihydrogaliellalactone

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 24h;	22 mg

: 12264-12-9
1-hydroxyprop-2-ynehexacarbonyldicobalt

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: C16H15Co2NO9S

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 0℃; Nicholas Reaction; Inert atmosphere; Glovebox; Schlenk technique;	70 mg

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: 17081-97-9
methyl (E)-4-chloro-4-oxo-2-butenoate

: methyl (E)-3-[(2R)-2-acetylamino-2-ethoxycarbonylethylthiocarbonyl]acrylate

Conditions

Conditions	Yield
In diethyl ether at 20℃;

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: 17081-97-9
methyl (E)-4-chloro-4-oxo-2-butenoate

: methyl (E)-4-{(1R)-1-ethoxycarbonyl-2-[(methylthio)carbonyl]ethylamino}-4-oxo-2-butenoate

Conditions

Conditions	Yield
In dichloromethane at -78 - 20℃; Inert atmosphere;

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: 127488-68-0
N-((5-(dimethylamino)naphthalen-1-yl)sulfonyl)acrylamide

: C22H29N3O6S2

Conditions

Conditions	Yield
With triethylamine

: 59587-09-6
(R)-2-acetylamino-3-mercapto-propionic acid ethyl ester

: 107445-17-0
ethyl 2-diazo-2-(4-methoxyphenyl) acetate

A: ethyl N-acetyl-S-(2-ethoxy-1-(4-methoxyphenyl)-2-oxoeth-yl)-L-cysteinate

B: ethyl N-acetyl-S-(2-ethoxy-1-(4-methoxyphenyl)-2-oxoeth-yl)-L-cysteinate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation; Overall yield = 92 percent; Overall yield = 176.8 mg; Optical yield = 9.091 percent de;

...Expand

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

Product Name

N-Acetyl-L-cysteine ethyl ester

Synthetic route

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

Related Products

Hot Products