Name | (2S)-1-amino-3-chloropropan-2-ol hydrochloride (1:1) |
Synonyms | Linezolid Impurity 83 Linezolid Intermediate 2 Intermediate of Linezolid 2 (S)-1-Amino-3-chloro-2-propanol hydrochloride (S)-1-AMino-3-chloropropan-2-ol hydrochloride (2S)-1-Amino-3-chloro-2-propanol hydrochloride (2S)-1-amino-3-chloropropan-2-ol hydrochloride |
CAS | 34839-13-9 54798-66-2 |
EINECS | 1312995-182-4 |
InChI | InChI=1/C3H8ClNO.ClH/c4-1-3(6)2-5;/h3,6H,1-2,5H2;1H/t3-;/m1./s1 |
Molecular Formula | C3H9Cl2NO |
Molar Mass | 146.02 |
Melting Point | >131°C (dec.) |
Boling Point | 240.2°C at 760 mmHg |
Flash Point | 99.1°C |
Solubility | DMSO (Slightly), Water (Slightly) |
Vapor Presure | 0.0067mmHg at 25°C |
Appearance | Solid |
Color | White |
Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
Properties | (S)-1-amino-3-chloro-2-propanol hydrochloride is a white solid at room temperature and pressure. |
Use | (S)-1-amino-3-chloro-2-propanol hydrochloride is an amino alcohol derivative that can be used as an intermediate in pharmaceutical chemistry and organic synthesis. It is a synthetic intermediate of the drug molecule linezolid. |
synthesis method | add acetonitrile (0.5 m), benzophenone imine (100 mg,1 equiv), chiral epoxide (1 equiv), BHT(48.6 mg,40 mol %) and Y(OTf)3(29.6 mg,10 mol %) to the reaction bottle, cover the reaction vial and place in an oil bath pan set at 60°C, stir the reaction mixture for 2 hours, dilute 5 μL of the reaction mixture in 1.0 mL acetonitrile, and analyze by HPLC until after the reaction is over, Let the reaction mixture cool to room temperature. Add HCl (1 M, 0.550 mL) and EtOAc (0.5 mL) to the mixture, vigorously stir the biphasic mixture at 60 degrees for 30 minutes to ensure that the mixture is acidic to litmus (pH < 4), let the mixture cool to room temperature, and separate the layers using a separatory funnel, the water layer was transferred to a vial filled with a magnetic stirring rod to obtain (S)-1-amino-3-chloro-2-propanol hydrochloride. Figure (S)-1-Amino-3-chloro-2-propanol hydrochloride synthesis route |