ChemicalBook > CAS DataBase List > Ethyl S-4-chloro-3-hydroxybutyrate

Ethyl S-4-chloro-3-hydroxybutyrate

Product Name
Ethyl S-4-chloro-3-hydroxybutyrate
CAS No.
86728-85-0
Chemical Name
Ethyl S-4-chloro-3-hydroxybutyrate
Synonyms
ETHYL (S)-4-CHLORO-3-HYDROXYBUTANOATE;ETHYL (S)-4-CHLORO-3-HYDROXYBUTYRATE;ETHYL (S)-(-)-4-CHLORO-3-HYDROXYBUTYRATE;SECHB;AST-4;PEFC-026;(S)-(?)-4-chL;(S)-Ethyl 4-chloro-3-;oro-3-hydroxybutyrate;4-chloro-3-hydroxyhexanoate
CBNumber
CB9448087
Molecular Formula
C6H11ClO3
Formula Weight
166.6
MOL File
86728-85-0.mol
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Ethyl S-4-chloro-3-hydroxybutyrate Property

alpha 
-14.5 º (c=neat)
Boiling point:
93-95 °C5 mm Hg(lit.)
Density 
1.19 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.453(lit.)
Flash point:
109 °C
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
Liquid
pka
13.23±0.20(Predicted)
color 
Clear colorless to yellow
optical activity
[α]23/D 14°, neat
BRN 
4657170
InChI
InChI=1S/C6H11ClO3/c1-2-10-6(9)3-5(8)4-7/h5,8H,2-4H2,1H3/t5-/m0/s1
InChIKey
ZAJNMXDBJKCCAT-YFKPBYRVSA-N
SMILES
C(OCC)(=O)C[C@H](O)CCl
CAS DataBase Reference
86728-85-0(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
41-22
Safety Statements 
26-36-39
RIDADR 
2810
WGK Germany 
3
HazardClass 
6.1
PackingGroup 
III
HS Code 
29181990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
460524
Product name
Ethyl (S)-(?)-4-chloro-3-hydroxybutyrate
Purity
96%
Packaging
1g
Price
$15.48
Updated
2024/03/01
Sigma-Aldrich
Product number
460524
Product name
Ethyl (S)-(?)-4-chloro-3-hydroxybutyrate
Purity
96%
Packaging
5g
Price
$29.12
Updated
2024/03/01
TCI Chemical
Product number
C1717
Product name
Ethyl (S)-4-Chloro-3-hydroxybutyrate
Purity
>95.0%(GC)
Packaging
5g
Price
$47
Updated
2024/03/01
TCI Chemical
Product number
C1717
Product name
Ethyl (S)-4-Chloro-3-hydroxybutyrate
Purity
>95.0%(GC)
Packaging
25g
Price
$85
Updated
2024/03/01
Alfa Aesar
Product number
L18554
Product name
Ethyl (S)-(-)-4-chloro-3-hydroxybutyrate, 98%, ee 98%
Packaging
1g
Price
$25.65
Updated
2024/03/01
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Ethyl S-4-chloro-3-hydroxybutyrate Chemical Properties,Usage,Production

Chemical Properties

Colorless to light yellow liqui

Uses

Atorvastatin Intermediate

Uses

Ethyl (S)-(?)-4-chloro-3-hydroxybutyrate can be used as a starting material in the synthesis of 4-amino-3-hydroxybutyric acid, a compound of pharmacological importance.

Biosynthesis

Bioreductions catalyzed by alcohol dehydrogenases (ADHs) play an essential role in synthesizing chiral alcohols. A novel ADH, SmADH31, obtained from the Stenotrophomonas maltophilia genome, which can tolerate extremely high concentrations (6 M) of both substrate and product. The coexpression of SmADH31 and glucose dehydrogenase from Bacillus subtilis in Escherichia coli meant that as much as 660 g L–1 (4.0 M) ethyl 4-chloroacetoacetate was completely converted into ethyl (S)-4-chloro-3-hydroxybutyrate [(S)-CHBE] in a monophasic aqueous system with a >99.9% ee value and a high space-time yield (2664 g L–1 d–1). In the 100 ml-scale monophasic aqueous system (in triplicate), 66.0 g COBE (single batch charge) can be completely converted to (S)-CHBE (ee >99.9%) in only 6 h with 2 g of the SmADH31/GDH co-expressing cells. After extraction and evaporation, 61.6 g (S)-CHBE was isolated with 92% yield[1].

General Description

Ethyl (S)-4-chloro-3-hydroxybutanoate is a chiral intermediate generally used to prepare atorvastatin, a cholesterol-lowering drug.

References

[1] Zeyu Yang. “Efficient Asymmetric Synthesis of Ethyl (S)-4-Chloro-3-hydroxybutyrate Using Alcohol Dehydrogenase SmADH31 with High Tolerance of Substrate and Product in a Monophasic Aqueous System.” Organic Process Research & Development 24 6 (2020): 1068–1076.

Ethyl S-4-chloro-3-hydroxybutyrate Preparation Products And Raw materials

Raw materials

Preparation Products

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Ethyl S-4-chloro-3-hydroxybutyrate Suppliers

TaiZhou ZhiCheng Chemicals & Technology Co., LTD.
Tel
0523-82837785 13365232216
Fax
0523-87913272
Email
info@jszchg.com
Country
China
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Hangzhou XunDa Bio-Technology Co., Ltd.
Tel
0571-86932585
Fax
0571-86932585
Email
xuandasales@163.com
Country
China
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41
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58
Taizhou Jiecheng Chemical Co., Ltd.
Tel
0576-88203651 15967007102
Email
103858443@qq.com
Country
China
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Jiaxing Xinbelai Biotechnology Co., LTD
Tel
18167156872
Email
guopeng@synbiolab.cn
Country
China
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Shanghai Hongbang Pharmaceutical Co., Ltd.
Tel
021-64975436 18917636693
Fax
021-24280809
Email
1377976036@qq.com
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China
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299
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J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
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China
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96815
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PharmaBlock Sciences (Nanjing),Inc.
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400-0255188 4000255188
Fax
86-025-86918232
Email
sales@pharmablock.com
Country
China
ProdList
4986
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55
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
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40240
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JIANGXI AIFEIMU TECHNOLOGY CO.,LTD
Tel
570-6040289 13735087952
Fax
+86-570-6259526
Email
sales@afmpharm.com
Country
China
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96
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Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30132
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View Lastest Price from Ethyl S-4-chloro-3-hydroxybutyrate manufacturers

ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Afatinib impurity 38 86728-85-0
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
98%
Supply Ability
500mg
Release date
2024-06-04
Henan Fengda Chemical Co., Ltd
Product
Ethyl S-4-chloro-3-hydroxybutyrate 86728-85-0
Price
US $8.00-3.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-03
Hangzhou ICH Biofarm Co., Ltd
Product
Ehyl-4-(-)chloro-3-hydroxybutyrate 86728-85-0
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1000
Release date
2023-07-05

86728-85-0, Ethyl S-4-chloro-3-hydroxybutyrateRelated Search:


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