(2R)-2-azaniumyl-3-chloropropanoate

Base Information

• Chemical Name: (2R)-2-azaniumyl-3-chloropropanoate
• CAS No.: 2731-73-9
• Molecular Formula: C3H6ClNO2
• Molecular Weight: 123.539
• Hs Code.: 2922499990
• Mol file: 2731-73-9.mol

Synonyms:beta -chloro-d-alanine;3-chloro-L-alanine zwitterion;CHEBI:58132;(2R)-2-azaniumyl-3-chloropropanoate

Chemical Property of (2R)-2-azaniumyl-3-chloropropanoate

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.0105mmHg at 25°C
• Melting Point: 156 °C
• Refractive Index: 1.498
• Boiling Point: 243.6 °C at 760 mmHg
• PKA: 1.89±0.10(Predicted)
• Flash Point: 101.1 °C
• PSA: 63.32000
• Density: 1.402 g/cm³
• LogP: 0.33740
• Storage Temp.: Store at 0°C
• Solubility.: DMSO (Slightly), Water (Slightly)
• Water Solubility.: soluble
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 123.0087061
• Heavy Atom Count: 7
• Complexity: 69.8

Purity/Quality:

99% ^*data from raw suppliers

3-Chloro-L-alanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(=O)[O-])[NH3+])Cl
• Isomeric SMILES: C([C@@H](C(=O)[O-])[NH3+])Cl
• Uses: 3-Chloro-L-alanine is an inhibitor of L-alanine aminotransferase (ALAT) and thus inhibits L-alanine production and impairs D-glucose uptake of LLC1 Lewis lung carcinoma cells.

Technology Process of (2R)-2-azaniumyl-3-chloropropanoate

There total 17 articles about (2R)-2-azaniumyl-3-chloropropanoate 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: 95.0%

β-chloro-L-alanine hydrochloride (51887-89-9,3157-46-8) → 2-amino-3-chloropropanoic acid (2731-73-9)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1002/chem.201803776

Reference yield: 61.0%

methyl (R)-(+)-2-(benzyloxycarbonylamino)-3-chloropropionoate (62107-38-4) → 2-amino-3-chloropropanoic acid (2731-73-9)

Guidance literature:

With sulfuric acid; for 8h; Heating;

Reference yield: 51.0%

→ 2-amino-3-chloropropanoic acid (2731-73-9)

Guidance literature:

upstream raw materials:

2-oxo-propionic acid

Ser-OMe

acetyl chloride

Methyl (2R)-2-amino-3-chloropropionate hydrochloride

Downstream raw materials:

S-propyl-L-cysteine

S-phenyl-L-cysteine

S-allyl cysteine

L-(Se)-phenylselenocysteine

Refernces

• 1、 Satheeshkumar, Kandhan,Raju, Saravanan,Singh, Harkesh B.,Butcher, Ray J.. "Reactivity of Selenocystine and Tellurocystine: Structure and Antioxidant Activity of the Derivatives". supporting information. p. 17513 - 17522. Retrieved 2018/11/23.
• 2、 -. "D-amino acid oxidase, and method for production of L-amino acid, 2-oxo acid, or cyclic imine". . . Retrieved 2012/07/30.