L-3-Chlorophenylglycine

Base Information

• Chemical Name: L-3-Chlorophenylglycine
• CAS No.: 119565-00-3
• Molecular Formula: C8H8 Cl N O2
• Molecular Weight: 185.61
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID20363942
• Nikkaji Number: J1.171.014J
• Mol file: 119565-00-3.mol

Synonyms:L-3-Chlorophenylglycine;119565-00-3;(2S)-2-amino-2-(3-chlorophenyl)acetic acid;(S)-2-AMINO-2-(3-CHLOROPHENYL)ACETIC ACID;(S)-2-(3-CHLOROPHENYL)GLYCINE;MFCD03839814;(2S)-2-azaniumyl-2-(3-chlorophenyl)acetate;(S)-Amino-(3-chloro-phenyl)-acetic acid;3-Chloro-L-phenylglycine;DTXSID20363942;AKOS006276437;CS-W020391;DS-3273;EN300-104534;A848561;J-004151;Benzeneacetic acid, alpha-amino-3-chloro-, (alphaS)-

Chemical Property of L-3-Chlorophenylglycine

Chemical Property:

• Melting Point: 232℃
• Boiling Point: 316.9±32.0 °C(Predicted)
• PKA: 1.76±0.10(Predicted)
• PSA: 63.32000
• Density: 1.392±0.06 g/cm3(Predicted)
• LogP: 2.12470
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 185.0243562
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

98%Min ^*data from raw suppliers

(S)-2-amino-2-(3-chlorophenyl)aceticacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)C(C(=O)O)N
• Isomeric SMILES: C1=CC(=CC(=C1)Cl)[C@@H](C(=O)O)N

Technology Process of L-3-Chlorophenylglycine

There total 5 articles about L-3-Chlorophenylglycine 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: 48.0%

alpha-amino-(3-chlorophenyl)acetonitrile (93554-79-1) → D‐3‐chlorophenylglycine (25698-37-7,29884-14-8) + L‐3‐chlorophenylglycine (119565-00-3,29884-14-8) + D-(-)-3-chlorophenylglycine amide

Guidance literature:

With potassium phosphate buffer; Rhodococcus sp. AJ₂₇₀ cells; In water; at 30 ℃; for 2.7h; pH=7.62;

DOI:10.1021/jo0256282

Reference yield:

2-(3-chlorophenyl)glycine (7292-71-9,29884-14-8) → D‐3‐chlorophenylglycine (25698-37-7,29884-14-8) + L‐3‐chlorophenylglycine (119565-00-3,29884-14-8)

Guidance literature:

2-(3-chlorophenyl)glycine; With disodium hydrogenphosphate; sodium dihydrogenphosphate; In aq. buffer; pH=7;

at 5 ℃; for 24h; Temperature;

Reference yield:

alpha-amino-(3-chlorophenyl)acetonitrile (93554-79-1) → D‐3‐chlorophenylglycine (25698-37-7,29884-14-8) + L‐3‐chlorophenylglycine (119565-00-3,29884-14-8) + (S)-2-Amino-2-(3-chloro-phenyl)-acetamide + D-(-)-3-chlorophenylglycine amide

Guidance literature:

With Rhodococcus sp. AJ₂₇₀; In phosphate buffer; at 30 ℃; for 3h; pH=7.62; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(01)01439-3

upstream raw materials:

chloroform

m-Chlorobenzaldehyde

alpha-amino-(3-chlorophenyl)acetonitrile

2-(3-chlorophenyl)glycine

Refernces

• 1、 Liu, Xiong,Ma, Yu,Xu, Longqi,Liu, Qi. "Enantioselective liquid-liquid extraction of 3-chloro-phenylglycine enantiomers using (S,S)-DIOP as extractant". . p. 750 - 758. Retrieved 2019.
• 2、 Wang, Mei-Xiang,Lin, Shuang-Jun. "Practical and convenient enzymatic synthesis of enantiopure α-amino acids and amides". . p. 6542 - 6545. Retrieved 2007/10/03.