(S)-(-)-2-Acetoxypropionyl chloride supplier

Name
(S)-(-)-2-ACETOXYPROPIONYL CHLORIDE
EINECS 420-610-4
CAS No. 36394-75-9
Article Data27
CAS DataBase
Density 1.22 g/cm³
Solubility
Melting Point
Formula C₅H₇ClO₃
Boiling Point 163.862 °C at 760 mmHg
Molecular Weight 150.562
Flash Point 62.593 °C
Transport Information UN 3265 8/PG 2
Appearance Colorless fuming liquids
Safety 26-36/37/39-45
Risk Codes 34
Molecular Structure
Hazard Symbols C
Synonyms Propanoylchloride, 2-(acetyloxy)-, (S)-;(1S)-2-Chloro-1-methyl-2-oxoethyl acetate;(S)-2-(Acetyloxy)propanoyl chloride;(S)-2-Acetoxypropanoyl chloride;(S)-2-Acetoxypropionyl chloride;Acetic acid(1S)-1-(chlorocarbonyl)ethyl ester;Acetic acid(1S)-2-chloro-1-methyl-2-oxoethyl ester;L-a-Acetoxypropionyl chloride;
PSA 43.37000
LogP 0.70340

Synthetic route

: 535-17-1, 3853-80-3, 18668-00-3, 6034-46-4
(S)-2-acetoxypropionic acid

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

Conditions

Conditions	Yield
With thionyl chloride at 50℃; for 2h;	93.7%
With thionyl chloride at 20℃; Chlorination;	31%
With thionyl chloride

: 867-56-1
sodium L-lactate

: 75-36-5
acetyl chloride

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

Conditions

Conditions	Yield
With hydrogenchloride; thionyl chloride In diethyl ether	64%

: 867-56-1
sodium L-lactate

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: C7H10O5

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride / water / 0.25 h / 20 - 40 °C 2: thionyl chloride / 1,2-dichloro-ethane / 7 h / 40 °C View Scheme

: 79-37-8
oxalyl dichloride

: 79-33-4
L-Lactic acid

: 75-36-5
acetyl chloride

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

Conditions

Conditions	Yield
In dichloromethane

...Expand

: 79-33-4
L-Lactic acid

: 75-36-5
acetyl chloride

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

Conditions

Conditions	Yield
Stage #1: L-Lactic acid; acetyl chloride at 20℃; Schlenk technique; Inert atmosphere; Stage #2: With thionyl chloride In N,N-dimethyl-formamide at 20℃; Schlenk technique; Inert atmosphere;

: 1220700-96-8
C22H21N7O

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 1220700-97-9
C27H27N7O4

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;	100%

: (3S,4R)-tert-butyl 3-((((R)-(1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl)(tetrahydro-2H-pyran-4-yl)methyl)amino)methyl)-4-((tert-butyldimethylsilyl)oxy)pyrrolidine-1-carboxylate

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: (3S,4R)-tert-butyl 3-(((S)-2-acetoxy-N-((R)-(1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl)(tetrahydro-2H-pyran-4-yl)methyl)propanamido)methyl)-4-((tert-butyldimethylsilyl)oxy)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1.5h;	100%

: 61586-78-5
ethyl (1R,2S)-2-hydroxycyclohexane-1-carboxylate

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: (1R,2S)-2-((S)-2-Acetoxy-propionyloxy)-cyclohexanecarboxylic acid ethyl ester

Conditions

Conditions	Yield
With pyridine In diethyl ether at 4℃; for 20h; Acylation;	99%

: [5,6-bis-(trimethyl-silanyloxy)-1,2,3,4,5,6-hexahydro-inden-3a-yl]-methanol

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 2-acetoxypropionic acid 5,6-bis(trimethyl-silanyloxy)-1,2,3,4,5,6-hexahydro-1H-inden-3a-yl methyl ester

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0℃; for 0.416667h;	99%

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 150544-01-7
6-amino-5-fluoroindolin-2-one

: 1082989-94-3
acetic acid 1-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-6-ylcarbamoyl)-ethyl ester

Conditions

Conditions	Yield
With piperidine In tetrahydrofuran at -40 - 20℃;	99%

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 150544-01-7
6-amino-5-fluoroindolin-2-one

: 945381-83-9
(S)-acetic acid 1-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-6-ylcarbamoyl)-ethyl ester

Conditions

Conditions	Yield
With piperidine In tetrahydrofuran at -40 - 20℃;	99%

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 95-84-1
3-amino-4-hydroxytoluene

: 941301-38-8
(2S)-1-(2-hydroxy-5-methylphenylamino)-1-oxopropan-2-yl acetate

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane; acetone at 10 - 20℃;	97%

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 160247-85-8
(S)-3-fluoro-4-nitrophenylalanine methyl ester

: (S)-2-((S)-2-Acetoxy-propionylamino)-3-(3-fluoro-4-nitro-phenyl)-propionic acid methyl ester

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane for 1h; Ambient temperature;	96%
With dmap; triethylamine In dichloromethane Ambient temperature; Yield given;

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 185112-21-4
(R)-(3-Allyloxy-phenyl)-amino-acetic acid methyl ester

: (R)-((S)-2-Acetoxy-propionylamino)-(3-allyloxy-phenyl)-acetic acid methyl ester

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0℃; for 1h;	96%

: 96-47-9
2-methyltetrahydrofuran

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 4-chloropentyl (S)-(-)-2-acetoxypropionate

Conditions

Conditions	Yield
With bismuth(III) chloride In dichloromethane at 20℃;	96%

: 1267986-38-8
4-Chlorodeacetylcolchicine

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: (S)-4-chloro-N-(2-acetoxypropionyl)deacetyl colchicine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; Cooling with ice; Inert atmosphere;	95%

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 37441-29-5
5-amino-2,4,6-triiodoisophthalic acid dichloride

: 60166-91-8
S-(-)-5-[[2-(acetyloxy)-1-oxopropyl]amino]-2,4,6-triiodo-1,3-benzenedicarboxylic acid dichloride

Conditions

Conditions	Yield
In N,N-dimethyl acetamide at 0 - 20℃; Inert atmosphere;	92.3%
In N,N-dimethyl acetamide at 0 - 20℃; for 38h; Inert atmosphere;	91.4%
Stage #1: (S)-2-acetoxypropanoyl chloride In N,N-dimethyl acetamide at -2 - 0℃; for 1h; Stage #2: 5-amino-2,4,6-triiodoisophthalic acid dichloride; metanol at 12℃; for 6h; Stage #3: With 2-ethoxy-ethanol more than 3 stages;	90%
Stage #1: (S)-2-acetoxypropanoyl chloride In N,N-dimethyl acetamide at -2 - 0℃; for 1h; Stage #2: 5-amino-2,4,6-triiodoisophthalic acid dichloride; metanol In N,N-dimethyl acetamide at 12℃; for 6h; Stage #3: With 2-ethoxy-ethanol more than 3 stages;	89%
With N,N-dimethylacetamide hydrochloride In ISOPROPYLAMIDE at 10 - 25℃;

: 2627-86-3
(S)-1-phenyl-ethylamine

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 90687-81-3
(S)-2-Acetoxy-N-<(S)-α-methylbenzyl>propionamide

Conditions

Conditions	Yield
With pyridine In dichloromethane for 1h;	92%
With pyridine In dichloromethane at 0℃; for 1h;	86%

: 1092113-64-8
(S)-3-(9-methylthio-6-oxo-2,3,3a,4-tetrahydro-1H,6H-5,8,10,10b-tetraazabenzo[e]azulen-5-yl)benzoic hydrazide

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 1092113-72-8
(S)-3-(9-methylthio-6-oxo-2,3,3a,4-tetrahydro-1H,6H-5,8,10,10b-tetraazabenzo[e]azulen-5-yl)benzoic acid-N'-(2S)-acetoxypropionyl hydrazide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0℃; for 1h;	92%

: 117324-58-0
methyl 2-Amino-5-trifluoromethylbenzoate

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: (S)-methyl 2-(2-acetoxypropionylamino)-5-trifluoromethyl benzoate

Conditions

Conditions	Yield
In diethyl ether at -10 - 20℃; for 3h;	92%

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 109-89-7
diethylamine

: 160512-36-7
2-(S)-acetylpropionyl-N,N-diethyl amide

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 12h; Ambient temperature;	91%

: 6310-21-0
2-(1,1-dimethylethyl)-benzenamine

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 215593-41-2
(2S)-N-(2-tert-butylphenyl)-2-acetoxypropionamide

Conditions

Conditions	Yield
With pyridine at 25℃; for 3h;	91%

: 854937-67-0
3-(diphenylphosphinoyl)-2-iodo-phenol

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 854937-68-1
(S)-2-Acetoxy-propionic acid 3-(diphenyl-phosphinoyl)-2-iodo-phenyl ester

Conditions

Conditions	Yield
With TEA In dichloromethane at 20℃; for 1h;	91%

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 124629-71-6, 124629-73-8, 131937-95-6
12(R)-benzoyloxy-5(S)-hydroxy icosa-8(E,Z),10(E)-diene 6,14-diynoate de methyle

: 140611-23-0, 140694-42-4
Benzoic acid (2E,4E)-(1R,8S)-8-((R)-2-acetoxy-propionyloxy)-11-methoxycarbonyl-1-oct-2-ynyl-undeca-2,4-dien-6-ynyl ester

Conditions

Conditions	Yield
With pyridine In diethyl ether	90%

: 617-27-6
DL-alanine ethyl ester hydrochloride

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: N-[(S)-2-acetoxypropanoyl]alanine ethyl ester

Conditions

Conditions	Yield
With pyridine In dichloromethane for 1h;	90%

: 252328-98-6
5(R)-Isoxazol-3-yloxymethyl-3-(4-(1,2,5,6-tetrahydropyrid-4-yl)-3-fluorophenyl)oxazolidin-2-one

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 7087-68-5
N-ethyl-N,N-diisopropylamine

: 5(R)-Isoxazol-3-yloxymethyl-3-(4-(1-(2(S)-acetoxypropanoyl)-1,2,5,6-tetrahydropyrid-4-yl)-3-fluorophenyl)oxazolidin-2-one

Conditions

Conditions	Yield
In methanol; dichloromethane	90%

...Expand

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 134-20-3
2-carbomethoxyaniline

: 145041-21-0
(S)-methyl 2-(2-acetoxypropanamido)benzoate

Conditions

Conditions	Yield
In diethyl ether at -10 - 20℃; for 3h;	89.9%
In diethyl ether Yield given;
In diethyl ether at 0℃; Inert atmosphere; Schlenk technique;

: 5-amino-2,4,6-triiodoisophthaloyl dichloride

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: L-5-(2-acetoxypropionylamino)-2,4,6-triiodoisophthaloyl dichloride

Conditions

Conditions	Yield
water In ISOPROPYLAMIDE at -2 - 20℃; for 21 - 23h;	89%

: 1239990-18-1, 180892-49-3
[Mo(hydridotris(pyrazolyl)borate)(CO)2(η3-C6H8OTBS)]

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: dicarbonyl[hydridotris(1-pyrazolyl)borate][(η-1,2,3)-1-((S)-2-acetoxypropionyloxy)-2-cyclohexen-1-yl]molybdenum

Conditions

Conditions	Yield
With [(C4H9)4N][SiF2(C6H5)3] In dichloromethane addn. of tetrabutylammonium salt to CH2Cl2 soln. of molybdenum compd., stirring for 30 min at room temp., addn. of acetoxypropionyl chloride, stirring at room temp. for 10 min; concg., flash chromy. (silica gel, hexanes/ethyl acetate (4:1)), recrystn. (CH2Cl2/hexanes), NMR and MS;	89%

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 4299-70-1
L-tryptophan methyl ester

: N-(O-acetoxypropionyl)-L-tryptophan methyl ester

Conditions

Conditions	Yield
With triethylamine In 1,2-dichloro-ethane	88.6%

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 50911-24-5
(S)-2-Acetoxypropanamide

Conditions

Conditions	Yield
With ammonia In dichloromethane at 20℃; for 1h;	88%
With dichloromethane; ammonia
Yield given;

: 3886-69-9
(R)-1-phenyl-ethyl-amine

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 90687-80-2
(S)-2-Acetoxy-N-<(R)-α-methylbenzyl>propionamide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0℃; for 1h;	88%
With pyridine In dichloromethane for 1h;	82%

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 262600-86-2
(S)-3-Amino-2-(1-tert-butyldimethylsilyloxy-2-methylpropyl)quinazolin-4(3H)-one

: 329729-36-4
3-(S)-2-Acetoxypropanoylamino-2-[(S)-1-tert-butyldimethylsilyloxy-2-methylpropyl]quinazolin-4(3H)-one

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 24h;	88%

(S)-(-)-2-Acetoxypropionyl chloride Chemical Properties

Molecular Structure of Propanoyl chloride,2-(acetyloxy)-, (2S)- (CAS No.36394-75-9):

Molecular Formula: C₅H₇ClO₃
Molecular Weight: 150.56
CAS No: 36394-75-9
Density: 1.189 g/cm3
Boiling point: 50 ºC (5 mmHg)
Refractive index: 1.423
Flash point: 113 ºC

(S)-(-)-2-Acetoxypropionyl chloride Safety Profile

Hazard Codes: Corrosive C
Risk Statements: 34
R34:Causes burns.
Safety Statements: 26-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3265 8/PG 2
WGK Germany: 3
F: 10-21
HazardClass: 8
PackingGroup: III

(S)-(-)-2-Acetoxypropionyl chloride Specification

Propanoyl chloride,2-(acetyloxy)-, (2S)- (CAS No.36394-75-9), its synonyms are (S)-(-)-O-Acetyllactoyl chloride ; (S)-(-)-2-Acetoxypropionyl chloride ; (S)-2-Acetoxypropionyl chloride ; S-Acetoxypropionyl chloride ; O-Acetyl-l-lactyl chloride ; 2-Acetoxy propionyl chloride;L-(-)-2-Acetoxypropionyl chloride .

Product Name

(S)-(-)-2-ACETOXYPROPIONYL CHLORIDE

Synthetic route

(S)-(-)-2-Acetoxypropionyl chloride Chemical Properties

(S)-(-)-2-Acetoxypropionyl chloride Safety Profile

(S)-(-)-2-Acetoxypropionyl chloride Specification

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