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(S)-3-Amino-3-(4-chlorophenyl)propan-1-ol

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(S)-3-Amino-3-(4-chlorophenyl)propan-1-ol Basic information

Product Name:
(S)-3-Amino-3-(4-chlorophenyl)propan-1-ol
Synonyms:
  • (S)-3-(4-CHLOROPHENYL)-BETA-ALANINOL
  • (S)-3-(4-chlorophenyl)-beta-alaninol HCl
  • (S)-3-aMino-3-(4-chloro-phenyl)propan-1-ol 
  • (2S)-3-amino-2-(4-chlorophenyl)propan-1-ol
  • Benzenepropanol, .gamma.-amino-4-chloro-, (.gamma.S)-
  • Benzenepropanol, g-amino-4-chloro-, (gS)
  • (3S)-3-amino-3-(4-chlorophenyl)propan-1-ol
  • REF DUPL: (S)-beta-(4-chlorophenyl)alaninol
CAS:
886061-26-3
MF:
C9H12ClNO
MW:
185.65
Product Categories:
  • 1
Mol File:
886061-26-3.mol
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(S)-3-Amino-3-(4-chlorophenyl)propan-1-ol Chemical Properties

Melting point:
53-56 °C
Boiling point:
327.9±27.0 °C(Predicted)
Density 
1.216
storage temp. 
2-8°C(protect from light)
pka
14.87±0.10(Predicted)
Appearance
White to off-white Solid
InChI
InChI=1/C9H12ClNO/c10-8-3-1-7(2-4-8)9(11)5-6-12/h1-4,9,12H,5-6,11H2/t9-/s3
InChIKey
JGNACDMQJLVKIU-DJEYLCQNNA-N
SMILES
[C@H](C1C=CC(Cl)=CC=1)(N)CCO |&1:0,r|
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Safety Information

HS Code 
2922190090
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(S)-3-Amino-3-(4-chlorophenyl)propan-1-ol Usage And Synthesis

Description

(S)-3-Amino-3-(4-chlorophenyl)propan-1-ol is an intermediate of capasitinib, which is used in the preparation of antitumour drugs.

Uses

(S)-3-amino-3-(4-chlorophenyl)propan-1-ol is commonly used as an intermediate in organic synthesis.

Synthesis

(S) -3-amino-3 -(4-chlorophenyl)propan-1-ol can be synthesized through chemical catalysis or biological transaminase catalysis.
(1) Chemical synthesis method: Using chloroacetonitrile and methanol as the starting substrates, HCl gas is introduced during the reaction process to obtain iminochloroethyl alkyl ether hydrochloride. Subsequently, Amino urea hydrochloride is added to obtain (S) -3-amino-3 -(4-chlorophenyl)propan-1-ol. Alternatively, (S) -3-amino-3 -(4-chlorophenyl) -propan-1-OL can be obtained through catalytic reduction using the prepared (S) -3-amino-3 -(4-chlorophenyl) -propionic acid as the precursor.
(2) Biosynthesis method: Using 1-(4-chlorophenyl) -3-hydroxyacetone as the substrate and transaminase (SEQ ID NO. 1-6) and its mutants as catalysts, (S) -3-amino-3 -(4-chlorophenyl)propan-1-ol is prepared through transamination reaction.

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