Product Name

  • Name

    (S)-(-)-2-Chloropropionic acid

  • EINECS 411-150-5
  • CAS No. 29617-66-1
  • Article Data49
  • CAS DataBase
  • Density 1.285 g/cm3
  • Solubility soluble in water
  • Melting Point 4 °C
  • Formula C3H5ClO2
  • Boiling Point 189 °C at 760 mmHg
  • Molecular Weight 108.525
  • Flash Point 68.1 °C
  • Transport Information UN 2511 8/PG 3
  • Appearance colourless oil
  • Safety 23-26-28-36/37/39-45
  • Risk Codes 21/22-35
  • Molecular Structure Molecular Structure of 29617-66-1 ((S)-(-)-2-Chloropropionic acid)
  • Hazard Symbols CorrosiveC
  • Synonyms (2S)-2-chloropropanoic acid;(S)-2-Chloropropionic acid;Propionic acid, 2-chloro-, L- (8CI);Propanoic acid, 2-chloro-, (S)-;alpha-L-Chloropropionic acid;S-2-Chloropropionic acid;(S)-2-Chloropropanoic acid;L-2-Chloropropanoic acid;(2S)-Chloropropanoic acid;L-2-chloropropinonical;
  • PSA 37.30000
  • LogP 0.69830

Synthetic route

L-alanin
56-41-7

L-alanin

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Conditions
ConditionsYield
With hydrogenchloride; nitrosylchloride In water at 0℃; for 1h; Temperature;94%
With hydrogenchloride; sodium nitrite In water at -5 - 20℃;89%
Stage #1: L-alanin With hydrogenchloride; tartaric acid; iron(II) chloride In water for 1h;
Stage #2: With sodium nitrite In water at 0℃; for 4h; Reagent/catalyst;
85.4%
(1R,2R)-2-(naphthalen-2-yloxy)cyclohexyl (S)-2-chloropropanoate

(1R,2R)-2-(naphthalen-2-yloxy)cyclohexyl (S)-2-chloropropanoate

A

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

B

trans-2-(naphthalen-2-yloxy)cyclohexan-1-ol

trans-2-(naphthalen-2-yloxy)cyclohexan-1-ol

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; water at 50℃; for 24h; Inert atmosphere;A 91%
B 93%
C20H19ClO2

C20H19ClO2

A

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

B

9,10-dihydro-9,10-ethanoanthracene-11-methanol

9,10-dihydro-9,10-ethanoanthracene-11-methanol

C

(R)-2-chloropropionic acid
7474-05-7

(R)-2-chloropropionic acid

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 50℃; for 8h; Inert atmosphere; Resolution of racemate;A n/a
B 91%
C n/a
(S)-2-Chloro-propionic acid (R)-4,4-dimethyl-2-oxo-1-phenyl-pyrrolidin-3-yl ester

(S)-2-Chloro-propionic acid (R)-4,4-dimethyl-2-oxo-1-phenyl-pyrrolidin-3-yl ester

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Conditions
ConditionsYield
With lithium hydroxide; dihydrogen peroxide In tetrahydrofuran at 0℃; for 0.25h;86%
(+)-ethyl 2-chloropropionate
74497-15-7

(+)-ethyl 2-chloropropionate

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Conditions
ConditionsYield
With sodium hydroxide In water85%
L-alanine
56-41-7

L-alanine

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite at 0℃; for 20h;71%
(S)-2-Chlorpropionsaeure-isobutylester
83261-15-8

(S)-2-Chlorpropionsaeure-isobutylester

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Conditions
ConditionsYield
With potassium hydroxide In water at 0℃;59%
(2R,3S)-(+)-3-chlorobutane-2-ol
127304-29-4

(2R,3S)-(+)-3-chlorobutane-2-ol

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Conditions
ConditionsYield
With potassium hydroxide; bromine at 50℃;
methyl-(S)-2-chloropropionate
73246-45-4

methyl-(S)-2-chloropropionate

A

methanol
67-56-1

methanol

B

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Conditions
ConditionsYield
subtilisin In water at 30℃; Kinetics;
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; esterase from Pseudomonas fluorescens In water at 25℃; pH=7.20; Enzyme kinetics;
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; lipase from Ophiostoma piliferum In water at 25℃; pH=7.20; Enzyme kinetics;
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; lipase from Bacillus thermocatenulanatus In water at 40℃; pH=7.20; Enzyme kinetics;
(RS)-1-Pentylpropynyl (L)-2-chloropropanoate
129974-79-4, 129974-81-8, 129974-82-9

(RS)-1-Pentylpropynyl (L)-2-chloropropanoate

A

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

B

1-octyn-3-ol
32556-71-1

1-octyn-3-ol

C

(R)-1-Pentylpropynyl (L)-2-chloropropanoate
129974-82-9

(R)-1-Pentylpropynyl (L)-2-chloropropanoate

Conditions
ConditionsYield
With water; lipase CC lipase P;
With water; lipase CC Product distribution; or lipase P;
With lipase CC; water or lipase P;
(RS)-Bicyclo<2.2.1>hept-2-yl (L)-2-chloropropanoate
129974-80-7, 129974-83-0, 129974-84-1

(RS)-Bicyclo<2.2.1>hept-2-yl (L)-2-chloropropanoate

A

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

C

(1R)-Bicyclo<2.2.1>hept-2-yl (L)-2-chloropropanoate
129974-80-7, 129974-83-0, 129974-84-1

(1R)-Bicyclo<2.2.1>hept-2-yl (L)-2-chloropropanoate

Conditions
ConditionsYield
With water; lipase CC lipase P;
With water; lipase CC Product distribution; lipase P;
(R,S)-2-chloropropionic acid
598-78-7

(R,S)-2-chloropropionic acid

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-O-yl α-chloropropionate
167937-27-1

1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-O-yl α-chloropropionate

A

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

B

(R)-2-chloropropionic acid
7474-05-7

(R)-2-chloropropionic acid

Conditions
ConditionsYield
With lithium hydroxide; dihydrogen peroxide In tetrahydrofuran for 0.5h; Yields of byproduct given. Title compound not separated from byproducts;
2-chloro-propionic acid methyl ester
17639-93-9

2-chloro-propionic acid methyl ester

A

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

B

(R)-2-chloropropionic acid
7474-05-7

(R)-2-chloropropionic acid

Conditions
ConditionsYield
With Aspergillus niger lipase; sodium acetate buffer In diethyl ether Title compound not separated from byproducts;
barium salt of/the/ L(-)-p-toluenesulfonyllactic acid

barium salt of/the/ L(-)-p-toluenesulfonyllactic acid

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Conditions
ConditionsYield
With acetone; lithium chloride
D(+)-p-toluenesulfonyllactic acid

D(+)-p-toluenesulfonyllactic acid

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Conditions
ConditionsYield
With water; acetone; lithium chloride
With hydrogenchloride
dextrorotatory α-chloro-propionyl chloride

dextrorotatory α-chloro-propionyl chloride

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Conditions
ConditionsYield
With water at 25℃;
dextrorotatory 2-chloro-propanol-(1)

dextrorotatory 2-chloro-propanol-(1)

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Conditions
ConditionsYield
With chromic acid at 25℃;
DL-2-chloro-propionic acid

DL-2-chloro-propionic acid

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Conditions
ConditionsYield
ueber das Cinchoninsalz;
L(+)-alanine

L(+)-alanine

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Conditions
ConditionsYield
With hydrogenchloride; nitric acid; urea
L-erythro-3-chloro-butan-2-ol

L-erythro-3-chloro-butan-2-ol

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Conditions
ConditionsYield
With nitric acid; sodium nitrite
hydrogenchloride
7647-01-0

hydrogenchloride

(2R)-2-(4-Toluenesulfonyloxy)propionic Acid
130368-69-3

(2R)-2-(4-Toluenesulfonyloxy)propionic Acid

lithium chloride

lithium chloride

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

(2R)-2-(4-Toluenesulfonyloxy)propionic Acid
130368-69-3

(2R)-2-(4-Toluenesulfonyloxy)propionic Acid

water
7732-18-5

water

lithium chloride

lithium chloride

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

(2R)-2-(4-Toluenesulfonyloxy)propionic Acid
130368-69-3

(2R)-2-(4-Toluenesulfonyloxy)propionic Acid

acetone
67-64-1

acetone

lithium chloride

lithium chloride

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

2-chloropropanal
692291-15-9

2-chloropropanal

A

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

B

(R)-2-chloropropionic acid
7474-05-7

(R)-2-chloropropionic acid

Conditions
ConditionsYield
With potassium permanganate; disodium hydrogenphosphate; tert-butyl alcohol for 0.0166667h; Title compound not separated from byproducts;
2-Chloroacrylic acid
598-79-8

2-Chloroacrylic acid

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Conditions
ConditionsYield
With potassium phosphate buffer; Burkholderia sp. WS expressing reductase at 30℃; pH=7.1;
(R,S)-2-chloropropionic acid
598-78-7

(R,S)-2-chloropropionic acid

butan-1-ol
71-36-3

butan-1-ol

A

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

B

(R)-2-Chloro-propionic acid butyl ester
79398-16-6

(R)-2-Chloro-propionic acid butyl ester

Conditions
ConditionsYield
With iron oxide-Candida rugosa (E.C.3.1.1.3) lipase In hexane at 30℃; for 168h;
methyl-(S)-2-chloropropionate
73246-45-4

methyl-(S)-2-chloropropionate

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Conditions
ConditionsYield
With sodium hydroxide
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

isobutene
115-11-7

isobutene

(S)-tert-butyl 2-chloropropanoate
101617-24-7

(S)-tert-butyl 2-chloropropanoate

Conditions
ConditionsYield
With hydrogen cation100%
With hydrogen cation93%
With sulfuric acid In dichloromethane at 20℃; for 48h;73%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

(S)-2-chloropropionyl chloride
70110-24-6

(S)-2-chloropropionyl chloride

Conditions
ConditionsYield
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 25℃; for 3h;99%
With thionyl chloride for 4h; Product distribution / selectivity; Reflux;88.2%
With benzoyl chloride at 150℃;52%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

phenol
108-95-2

phenol

(R)-(+)-2-phenoxypropionic acid
1129-46-0

(R)-(+)-2-phenoxypropionic acid

Conditions
ConditionsYield
Stage #1: phenol With sodium hydroxide In water at 55℃; for 0.5h;
Stage #2: (S)-2-chloropropanoic acid In water at 60℃; for 2h; Temperature; Reagent/catalyst;
96.6%
With water; sodium hydroxide at 50 - 70℃; Inert atmosphere;95%
4-bromo-phenol
106-41-2

4-bromo-phenol

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

(2S)-2-(4-bromophenoxy)propanoic acid
37819-43-5

(2S)-2-(4-bromophenoxy)propanoic acid

Conditions
ConditionsYield
Stage #1: 4-bromo-phenol With sodium hydride In tetrahydrofuran for 1h; Heating / reflux;
Stage #2: (S)-2-chloropropanoic acid In tetrahydrofuran for 120h; Heating / reflux;
Stage #3: With hydrogenchloride In dichloromethane at 20℃;
96.4%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose
582-52-5

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

3-O-(D-1-carboxyethyl)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose
73892-71-4, 74112-33-7, 79982-05-1

3-O-(D-1-carboxyethyl)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Conditions
ConditionsYield
With sodium hydride In 1,4-dioxane at 65℃; for 3h;96%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

benzyl 2-acetamido-2-deoxy-5,6-O-isopropylidene-α-D-mannofuranoside
69323-66-6

benzyl 2-acetamido-2-deoxy-5,6-O-isopropylidene-α-D-mannofuranoside

benzyl 2-acetamido-3-O-(D-1-carboxyethyl)-2-deoxy-5,6-O-isopropylidene-α-D-mannofuranoside
69323-68-8, 79943-18-3, 81082-00-0

benzyl 2-acetamido-3-O-(D-1-carboxyethyl)-2-deoxy-5,6-O-isopropylidene-α-D-mannofuranoside

Conditions
ConditionsYield
With sodium hydride In 1,4-dioxane at 65℃; for 3h;95%
benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside
78246-81-8

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

benzyl 2-acetamido-4,6-O-benzylidene-3-O-[(R)-1-carboxyethyl]-2-deoxy-α-D-glucopyranoside
73089-68-6

benzyl 2-acetamido-4,6-O-benzylidene-3-O-[(R)-1-carboxyethyl]-2-deoxy-α-D-glucopyranoside

Conditions
ConditionsYield
Stage #1: benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside With sodium hydride In 1,4-dioxane; mineral oil at 60℃; for 0.0833333h; Inert atmosphere;
Stage #2: (S)-2-chloropropanoic acid In 1,4-dioxane; mineral oil at 60℃; for 16.5h; Inert atmosphere;
94%
Stage #1: benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside With sodium hydride In 1,4-dioxane at 95℃; for 2h;
Stage #2: (S)-2-chloropropanoic acid In 1,4-dioxane at 60℃; for 3h;
80%
With sodium hydride In 1,4-dioxane at 65℃;80%
Stage #1: benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside With sodium hydride In 1,4-dioxane; mineral oil at 70 - 95℃; for 1h; Williamson Ether Synthesis;
Stage #2: (S)-2-chloropropanoic acid In 1,4-dioxane; mineral oil at 65 - 70℃; for 25h; Williamson Ether Synthesis;
78%
With sodium hydride In 1,4-dioxane; mineral oil at 0 - 70℃; for 3h;18 g
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

1-isoquinolone
491-30-5

1-isoquinolone

(R)-2-(1-oxoisoquinolin-2(1H)-yl)propanoic acid
1255662-58-8

(R)-2-(1-oxoisoquinolin-2(1H)-yl)propanoic acid

Conditions
ConditionsYield
Stage #1: (S)-2-chloropropanoic acid With magnesium tert butanolate In tetrahydrofuran at 35℃; for 0.166667h; Inert atmosphere;
Stage #2: With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.333333h; Inert atmosphere;
Stage #3: 1-isoquinolone In tetrahydrofuran at 20 - 55℃; for 14.5h; Inert atmosphere; optical yield given as %ee; stereospecific reaction;
94%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

(S)-3-[4-(2,6-Dichloro-benzyloxy)-phenyl]-2-(4-methoxy-benzylamino)-propionic acid methyl ester
610314-16-4

(S)-3-[4-(2,6-Dichloro-benzyloxy)-phenyl]-2-(4-methoxy-benzylamino)-propionic acid methyl ester

N-[(S)-2-chloropropionyl]-N-p-methoxybenzyl-L-Tyr(2,6-dichlorobenzyl)-OMe
1342305-95-6

N-[(S)-2-chloropropionyl]-N-p-methoxybenzyl-L-Tyr(2,6-dichlorobenzyl)-OMe

Conditions
ConditionsYield
Stage #1: (S)-2-chloropropanoic acid With trichloroacetonitrile; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 1h;
Stage #2: (S)-3-[4-(2,6-Dichloro-benzyloxy)-phenyl]-2-(4-methoxy-benzylamino)-propionic acid methyl ester With methyloxirane In tetrahydrofuran
93%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

2-acetamido-4,6-O-benzylidene-N-benzyloxycarbonyl-1,5-imino-1,2,5-trideoxy-D-glucitol
175519-63-8

2-acetamido-4,6-O-benzylidene-N-benzyloxycarbonyl-1,5-imino-1,2,5-trideoxy-D-glucitol

2-acetamido-4,6-O-benzylidene-1,5-(benzyloxycarbonyl)imino-3-O-[(1R)-1-carboxy]ethyl-1,2,5-trideoxy-D-glucitol
1356848-62-8

2-acetamido-4,6-O-benzylidene-1,5-(benzyloxycarbonyl)imino-3-O-[(1R)-1-carboxy]ethyl-1,2,5-trideoxy-D-glucitol

Conditions
ConditionsYield
Stage #1: 2-acetamido-4,6-O-benzylidene-N-benzyloxycarbonyl-1,5-imino-1,2,5-trideoxy-D-glucitol With sodium hydride In tetrahydrofuran; oil at 60℃; for 0.5h; Inert atmosphere;
Stage #2: (S)-2-chloropropanoic acid In tetrahydrofuran; oil at 20 - 60℃; for 21h;
91%
4-nitro-phenol
100-02-7

4-nitro-phenol

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

R-(+)-2- (4-nitrophenoxy) propionic acid
2852-88-2

R-(+)-2- (4-nitrophenoxy) propionic acid

Conditions
ConditionsYield
Stage #1: 4-nitro-phenol With sodium hydroxide In water at 75℃; for 0.5h; pH=13;
Stage #2: (S)-2-chloropropanoic acid In water at 75℃; for 2h; Temperature; pH-value;
90.9%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Benzyl 2-deoxy-4,6-O-isopropylidene-2-(2-tetradecylhexadecanoylamino)-α-D-glucopyranoside

Benzyl 2-deoxy-4,6-O-isopropylidene-2-(2-tetradecylhexadecanoylamino)-α-D-glucopyranoside

Benzyl 3-O-(D-1-carboxyethyl)-2-deoxy-4,6-O-isopropylidene-2-(2-tetradecylhexadecanoylamino)-α-D-glucopyranoside
81639-20-5

Benzyl 3-O-(D-1-carboxyethyl)-2-deoxy-4,6-O-isopropylidene-2-(2-tetradecylhexadecanoylamino)-α-D-glucopyranoside

Conditions
ConditionsYield
With sodium hydride In 1,4-dioxane 1.) 90 deg C, 1 h, 2.) 60 deg C, 5 h;88%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

C25H27NO4
1342305-93-4

C25H27NO4

C28H30ClNO5
1342305-94-5

C28H30ClNO5

Conditions
ConditionsYield
Stage #1: (S)-2-chloropropanoic acid With trichloroacetonitrile; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 1h;
Stage #2: C25H27NO4 With methyloxirane In tetrahydrofuran
88%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

(2S,4aR,7R,8R,8aS)-7-azido-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-ol

(2S,4aR,7R,8R,8aS)-7-azido-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-ol

(R)-2-(((2S,4aR,7R,8R,8aS)-7-azido-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-yI)oxy)propanoic acid

(R)-2-(((2S,4aR,7R,8R,8aS)-7-azido-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-yI)oxy)propanoic acid

Conditions
ConditionsYield
Stage #1: (2S,4aR,7R,8R,8aS)-7-azido-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Inert atmosphere;
Stage #2: (S)-2-chloropropanoic acid With hydrogen In N,N-dimethyl-formamide; mineral oil for 0.5h;
Stage #3: With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 16h;
88%
3,4-di-O-benzyl-2-acetamido-2-desoxy-α-benzyl-D-glucopyranoside
55287-54-2

3,4-di-O-benzyl-2-acetamido-2-desoxy-α-benzyl-D-glucopyranoside

(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

benzyl 2-acetamido-3,4-di-O-benzyl-6-O-(D-1-carboxyethyl)-2-deoxy-α-D-glucopyranoside
75281-03-7, 79548-56-4

benzyl 2-acetamido-3,4-di-O-benzyl-6-O-(D-1-carboxyethyl)-2-deoxy-α-D-glucopyranoside

Conditions
ConditionsYield
With sodium hydride In 1,4-dioxane at 65℃; for 1h;87%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

allyl 2-acetamido-2,4-dideoxy-4-fluoro-6-O-benzyl-α-D-glucopyranoside
709669-20-5

allyl 2-acetamido-2,4-dideoxy-4-fluoro-6-O-benzyl-α-D-glucopyranoside

2-N-acetyl-1-α-allyl-6-O-benzyl-4-deoxy-4-fluoro-muramic acid
709669-21-6

2-N-acetyl-1-α-allyl-6-O-benzyl-4-deoxy-4-fluoro-muramic acid

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 40℃; for 18h;87%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

N-Pmb-L-Orn(Z)-OMe
610314-17-5

N-Pmb-L-Orn(Z)-OMe

N-[(S)-2-chloropropionyl]-N-(p-methoxybenzyl)-L-orn(Z)-OMe
1252809-27-0

N-[(S)-2-chloropropionyl]-N-(p-methoxybenzyl)-L-orn(Z)-OMe

Conditions
ConditionsYield
Stage #1: (S)-2-chloropropanoic acid With trichloroacetonitrile; triphenylphosphine In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: N-Pmb-L-Orn(Z)-OMe With methyloxirane In tetrahydrofuran for 48h;
87%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

N-p-propoxybenzyl-L-Phe-OMe
1342305-87-6

N-p-propoxybenzyl-L-Phe-OMe

N-[(S)-2-chloropropionyl]-N-p-propoxybenzyl-L-Phe-OMe
1342305-89-8

N-[(S)-2-chloropropionyl]-N-p-propoxybenzyl-L-Phe-OMe

Conditions
ConditionsYield
Stage #1: (S)-2-chloropropanoic acid With trichloroacetonitrile; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 1h;
Stage #2: N-p-propoxybenzyl-L-Phe-OMe With methyloxirane In tetrahydrofuran
87%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

N-((4aR,6S,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-7-yl)acetamide
66026-10-6

N-((4aR,6S,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-7-yl)acetamide

(R)-2-(((4aR,6S,7R,8R,8aS)-7-acetamido-6-(benzyloxy)-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-8-yl)oxy)propanoic acid
69323-67-7

(R)-2-(((4aR,6S,7R,8R,8aS)-7-acetamido-6-(benzyloxy)-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-8-yl)oxy)propanoic acid

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 20 - 50℃; for 18h; Inert atmosphere;85%
With sodium hydride 1) THF, 2) 50 deg C, 18 h; Yield given. Multistep reaction;
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

N-phenethyl-L-Phe-OMe
196214-70-7

N-phenethyl-L-Phe-OMe

N-[(S)-2-chloropropionyl]-N-phenethyl-L-Phe-OMe
1342305-90-1

N-[(S)-2-chloropropionyl]-N-phenethyl-L-Phe-OMe

Conditions
ConditionsYield
Stage #1: (S)-2-chloropropanoic acid With trichloroacetonitrile; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 1h;
Stage #2: N-phenethyl-L-Phe-OMe With methyloxirane In tetrahydrofuran
85%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

N-((1R,2S,3R,4R,5R)-3-hydroxy-2-(trityloxy)-6,8-dioxabicyclo[3.2.1]octan-4-yl)acetamide
84034-62-8

N-((1R,2S,3R,4R,5R)-3-hydroxy-2-(trityloxy)-6,8-dioxabicyclo[3.2.1]octan-4-yl)acetamide

(R)-2-(((1R,2S,3R,4R,5R)-4-acetamido-2-(trityloxy)-6,8-dioxabicyclo[3.2.1]octan-3-yl)oxy)propanoic acid

(R)-2-(((1R,2S,3R,4R,5R)-4-acetamido-2-(trityloxy)-6,8-dioxabicyclo[3.2.1]octan-3-yl)oxy)propanoic acid

Conditions
ConditionsYield
Stage #1: N-((1R,2S,3R,4R,5R)-3-hydroxy-2-(trityloxy)-6,8-dioxabicyclo[3.2.1]octan-4-yl)acetamide With sodium hydride In 1,4-dioxane; mineral oil at 20 - 45℃; for 0.416667h; Inert atmosphere;
Stage #2: (S)-2-chloropropanoic acid In 1,4-dioxane; mineral oil at 90℃; for 1.5h; Inert atmosphere;
85%
Stage #1: N-((1R,2S,3R,4R,5R)-3-hydroxy-2-(trityloxy)-6,8-dioxabicyclo[3.2.1]octan-4-yl)acetamide With sodium hydride In 1,4-dioxane; mineral oil at 45℃; for 0.166667h;
Stage #2: (S)-2-chloropropanoic acid In 1,4-dioxane; mineral oil at 90℃; for 0.5h; diastereoselective reaction;
70%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

ethyl ((4aR,6S,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-7-yl)-1,4-dioxaspiro[4.5]decane-2-carboxamide

ethyl ((4aR,6S,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-7-yl)-1,4-dioxaspiro[4.5]decane-2-carboxamide

(2R)-2-((4aR,6S,7R,8R,8aS)-6-(benzyloxy)-2-phenyl-7-(1,4-dioxaspiro[4.5]decane-2-carboxamido)hexahydropyrano[3,2-d][1,3]dioxin-8-yloxy)propanoic acid

(2R)-2-((4aR,6S,7R,8R,8aS)-6-(benzyloxy)-2-phenyl-7-(1,4-dioxaspiro[4.5]decane-2-carboxamido)hexahydropyrano[3,2-d][1,3]dioxin-8-yloxy)propanoic acid

Conditions
ConditionsYield
Stage #1: ethyl ((4aR,6S,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-7-yl)-1,4-dioxaspiro[4.5]decane-2-carboxamide With sodium hydride In 1,4-dioxane; mineral oil at 95℃; for 1h;
Stage #2: (S)-2-chloropropanoic acid In 1,4-dioxane; mineral oil at 65℃; for 17h;
85%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

Benzyl 2-deoxy-4,6-O-isopropylidene-2-(tetracosanoylamino)-α-D-glucopyranoside
81639-18-1

Benzyl 2-deoxy-4,6-O-isopropylidene-2-(tetracosanoylamino)-α-D-glucopyranoside

Benzyl 3-O-(D-1-carboxyethyl)-2-deoxy-4,6-O-isopropylidene-2-(tetracosanoylamino)-α-D-glucopyranoside
81639-19-2

Benzyl 3-O-(D-1-carboxyethyl)-2-deoxy-4,6-O-isopropylidene-2-(tetracosanoylamino)-α-D-glucopyranoside

Conditions
ConditionsYield
With sodium hydride In 1,4-dioxane 1.) 90 deg C, 1 h, 2.) 60 deg, 5 h;84%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

benzyl 4,6-O-benzylidene-2-acetylamino-2-deoxy-α-D-glucopyranoside
13343-63-0

benzyl 4,6-O-benzylidene-2-acetylamino-2-deoxy-α-D-glucopyranoside

Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-<(R)-1-carboxyethyl>-α-D-glucopyranoside
2862-03-5

Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-<(R)-1-carboxyethyl>-α-D-glucopyranoside

Conditions
ConditionsYield
With sodium hydride In 1,4-dioxane at 60℃; for 0.833333h;84%
(S)-2-chloropropanoic acid
29617-66-1

(S)-2-chloropropanoic acid

allyl 2-N-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside
95068-66-9

allyl 2-N-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

2-N-acetyl-1-β-O-allyl 4,6-O-isopropylidenemuramic acid
364368-47-8

2-N-acetyl-1-β-O-allyl 4,6-O-isopropylidenemuramic acid

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 20h; Heating;84%

(S)-(-)-2-Chloropropionic acid Chemical Properties

The Molecular Structure of (S)-(-)-2-Chloropropionic acid (CAS NO.29617-66-1):

Empirical Formula: C3H5ClO2
Molecular Weight: 108.5236 
CAS registry number: 29617-66-1
Appearance: Colourless Oil
IUPAC Name: (2S)-2-chloropropanoic acid  
Nominal Mass: 108 Da
Average Mass: 108.5236 Da
Monoisotopic Mass: 107.997807 Da
Index of Refraction: 1.441
Molar Refractivity: 22.31 cm3
Molar Volume: 84.4 cm3
Surface Tension: 37.6 dyne/cm
Density: 1.285 g/cm3
Flash Point: 68.1 °C
Enthalpy of Vaporization: 46.87 kJ/mol
Boiling Point: 189 °C at 760 mmHg
Vapour Pressure: 0.26 mmHg at 25°C 
InChI
InChI=1/C3H5ClO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)/t2-/m0/s1
Smiles
C([C@@H](Cl)C)(O)=O
Synonyms: (2S)-Chloropropanoic acid ; (S)-2-Chloropropanoic acid ; (S)-2-Chloropropionic acid ; 2(S)-Chloropropionic acid ; L-2-Chloropropanoic acid ; L-2-Chloropropionic acid ; alpha-L-Chloropropionic acid ; Propanoic acid, 2-chloro-, (S)- ; Propionic acid, 2-chloro-, L- (8CI)  
Product Categories: Chiral Compounds;chiral;Miscellaneous Reagents;Building Blocks for Liquid Crystals;Carboxylic Acids (Chiral);Chiral Building Blocks;Chiral Compounds (Building Blocks for Liquid Crystals);Functional Materials;Synthetic Organic Chemistry

(S)-(-)-2-Chloropropionic acid Uses

 (S)-(-)-2-Chloropropionic acid (CAS NO.29617-66-1) is used in the synthesis of muramic acid derivatives;  Preparation of its ester and reaction with protected amino acid  CESIUM salts to depsipeptides.

(S)-(-)-2-Chloropropionic acid Toxicity Data With Reference

1、RTECS#: CAS# 29617-66-1: UA2451950 
2、LD50/LC50: RTECS: Not available. 
3、Carcinogenicity: (S)-(-)-2-Chloropropionic Acid - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
4、Other: See actual entry in RTECS for complete information.  

(S)-(-)-2-Chloropropionic acid Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 21/22-35 
R21/22: Harmful in contact with skin and if swallowed
R35: Causes severe burns
Safety Statements: 23-26-28-36/37/39-45 
S23: Do not breathe vapour
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S28: After contact with skin, wash immediately with plenty of soap-suds
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 2511 8/PG 3
WGK Germany: 1
RTECS: UA2451950
HazardClass: 8
PackingGroup: III
HS Code: 29159080

(S)-(-)-2-Chloropropionic acid Specification

(1)Fire Fighting Measures of (S)-(-)-2-Chloropropionic acid (CAS NO.29617-66-1):
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. 
Extinguishing Media: Use foam, dry chemical, or CARBON dioxide      
(2)Handling and Storage of (S)-(-)-2-Chloropropionic Acid
Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood. 
Storage: Store in a cool, dry place. Store in a tightly closed container. Corrosives area. 
 

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