(S)-Methyl 2-amino-3-chloropropanoate hydrochloride

Base Information

• Chemical Name: (S)-Methyl 2-amino-3-chloropropanoate hydrochloride
• CAS No.: 112346-82-4
• Molecular Formula: C4H8 Cl N O2 . Cl H
• Molecular Weight: 174.027
• Hs Code.: 2922499990
• European Community (EC) Number: 694-452-1
• UNII: 7DPG5R3JX4
• Mol file: 112346-82-4.mol

Synonyms:112346-82-4;(S)-Methyl 2-amino-3-chloropropanoate hydrochloride;3-Chloro-D-alanine methyl ester hydrochloride;3-Chloro-D-alanine methyl ester,hydrochloride;D-Alanine, 3-chloro-, methyl ester, hydrochloride;methyl (2S)-2-amino-3-chloropropanoate;hydrochloride;Methyl (S)-2-amino-3-chloropropanoate hydrochloride;3-CHLORO-D-ALANINE METHYL ESTER HCL;C4H9Cl2NO2;Cycloserine Impurity 3;7DPG5R3JX4;SCHEMBL6096305;BCP04711;FD3091;MFCD00066119;AKOS015999236;CS-W017536;AC-26976;AS-49257;EN300-216140;(S)-Methyl2-amino-3-chloropropanoatehydrochloride;A851226;3-Chloro-D-alanine methyl ester hydrochloride, 97%;D-Alanine, 3-chloro-, methyl ester, hydrochloride (1:1);METHYL (2S)-2-AMINO-3-CHLOROPROPANOATE HYDROCHLORIDE

Chemical Property of (S)-Methyl 2-amino-3-chloropropanoate hydrochloride

Chemical Property:

• Melting Point: 149-152℃
• PSA: 52.32000
• LogP: 1.22780
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Sonicated), Methanol (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 173.0010339
• Heavy Atom Count: 9
• Complexity: 86.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Chloro-D-alanine methyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CCl)N.Cl
• Isomeric SMILES: COC(=O)[C@@H](CCl)N.Cl
• Uses: 3-Chloro-D-alanine Methyl Ester Hydrochloride is an intermediate in the preparation of antibiotic D-Cycloserine (C988815) which inhibits cell wall biosynthesis in bacteria.

Technology Process of (S)-Methyl 2-amino-3-chloropropanoate hydrochloride

There total 1 articles about (S)-Methyl 2-amino-3-chloropropanoate hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.72%

methanol (67-56-1) + D-serine-N-carboxyanhydride → D-β-Chloroalanine methyl ester hydrochloride (112346-82-4)

Guidance literature:

With thionyl chloride; at 25 ℃; for 2h; Temperature; Green chemistry;

Reference yield: 68.0%

(S)-2-(2,6-dioxo-3-(3,4,5-trimethoxybenzamido)piperidin-1-yl)acetic acid (942123-68-4) + D-β-Chloroalanine methyl ester hydrochloride (112346-82-4) → (S)-methyl 3-chloro-2-(2-((S)-2,6-dioxo-3-(3,4,5-trimethoxybenzamido)piperidin-1-yl)acetamido)propanoate (942591-67-5)

Guidance literature:

(S)-2-(2,6-dioxo-3-(3,4,5-trimethoxybenzamido)piperidin-1-yl)acetic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; dimethyl sulfoxide; at 0 ℃;

D-β-Chloroalanine methyl ester hydrochloride; With triethylamine; In dichloromethane; dimethyl sulfoxide; at 0 - 30 ℃;

DOI:10.1016/j.ejmech.2009.07.022

Reference yield: 38.0%

D-β-Chloroalanine methyl ester hydrochloride (112346-82-4) → (2S)-2-aziridinecarboxylic acid (1758-77-6)

Guidance literature:

With sodium hydroxide; In water; at 90 ℃; for 0.166667h;

upstream raw materials:

methanol

Downstream raw materials:

(2S)-2-aziridinecarboxylic acid

(S)-methyl 3-chloro-2-(2-((S)-2,6-dioxo-3-(3,4,5-trimethoxybenzamido)piperidin-1-yl)acetamido)propanoate

Refernces