(s)-2-Amino-2-(4-chlorophenyl)acetic acid

Base Information

• Chemical Name: (s)-2-Amino-2-(4-chlorophenyl)acetic acid
• CAS No.: 67336-19-0
• Molecular Formula: C8H8ClNO2
• Molecular Weight: 185.61
• Hs Code.: 2922499990
• European Community (EC) Number: 676-156-4
• UNII: FSL7DF2U9W
• Nikkaji Number: J418.702D
• Mol file: 67336-19-0.mol

Synonyms:67336-19-0;(s)-2-amino-2-(4-chlorophenyl)acetic acid;h-phg(4-cl)-oh;(s)-4-chlorophenylglycine;L-4-Chlorophenylglycine;(s)-amino-(4-chloro-phenyl)-acetic acid;(2S)-2-amino-2-(4-chlorophenyl)acetic acid;L-2-(4-Chlorophenyl)glycine;DL-2-(4-Chlorophenyl)glycine;7292-70-8;L-4-CL-PHG-OH;MFCD03701467;4-CHLORO-L-PHENYLGLYCINE;L-4-chloro-phenylglycine;FSL7DF2U9W;l-(4-chlorophenyl)glycine;(s)-4-chlorophenyl glycine;(4-Chlorophenyl)glycine, L-;SCHEMBL11733722;QGJGBYXRJVIYGA-ZETCQYMHSA-N;AKOS006344711;AKOS015854041;CS-W005720;HY-W005720;(2s)-amino(4-chlorophenyl)ethanoic acid;AC-24614;AS-18495;EN300-122219;(alphaS)-alpha-Amino-4-chlorobenzeneacetic acid;alpha-Amino-4-chlorobenzeneacetic acid, (alphaS)-;J-300370;Z1201622400;BENZENEACETIC ACID, ALPHA-AMINO-4-CHLORO-, (ALPHAS)-

Chemical Property of (s)-2-Amino-2-(4-chlorophenyl)acetic acid

Chemical Property:

• Vapor Pressure: 7.45E-05mmHg at 25°C
• Melting Point: 229 °C
• Refractive Index: 1.603
• Boiling Point: 328.8 ºC at 760 mmHg
• PKA: 1.81±0.10(Predicted)
• Flash Point: 152.7 ºC
• PSA: 63.32000
• Density: 1.392 g/cm³
• LogP: 2.12470
• Storage Temp.: Sealed in dry,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: 166

Purity/Quality:

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

L-4-Chlorophenylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C(=O)O)N)Cl
• Isomeric SMILES: C1=CC(=CC=C1[C@@H](C(=O)O)N)Cl
• Uses: L-4-Chlorophenylglycine is used to prepare carbohydrates as templates.

Technology Process of (s)-2-Amino-2-(4-chlorophenyl)acetic acid

There total 15 articles about (s)-2-Amino-2-(4-chlorophenyl)acetic acid 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: 85.0%

(S)-2-Amino-N-tert-butyl-2-(4-chloro-phenyl)-acetamide; hydrochloride (126402-96-8) → (S)-2-amino-2-(4-chlorophenyl)acetic acid (67336-19-0,7292-70-8)

Guidance literature:

With hydrogenchloride; at 80 ℃; for 24h;

DOI:10.1055/s-1991-26641

Reference yield: 43.3%

N-acetyl-α-(4-chlorophenyl)glycine (86169-29-1,63329-11-3) → (S)-2-amino-2-(4-chlorophenyl)acetic acid (67336-19-0,7292-70-8)

Guidance literature:

With sodium hydroxide; acylase Amano 30000 from Aspergillus spp. (30 u/mg); water; cobalt(II) chloride; at 37 - 40 ℃; for 48h;

DOI:10.1002/(SICI)1521-3765(19980515)4:5<935::AID-CHEM935>3.0.CO;2-#

Reference yield: 42.0%

2-amino-2-(p-chlorophenyl)acetonitrile (56464-72-3) → (S)-2-amino-2-(4-chlorophenyl)acetic acid (67336-19-0,7292-70-8) + D-(-)-4-chlorophenylglycine amide

Guidance literature:

With Rhodococcus sp. AJ₂₇₀; In phosphate buffer; at 30 ℃; for 4h; pH=7.62;

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

upstream raw materials:

chloroform

4-chlorobenzaldehyde

(S)-2-Amino-N-tert-butyl-2-(4-chloro-phenyl)-acetamide; hydrochloride

(3R,5S,6R)-2,3,5,6-Tetrahydro-3-(p-chlorophenyl)-5,6-diphenyl-1,4-oxazin-2-one

Downstream raw materials:

(S)-1-(4-chlorophenyl)-2-hydroxyethylamine

(3S,6S)-6-(4-chlorophenyl)-4-(5-(4-fluorophenyl)isoxazole-3-carbonyl)-3-isobutyl-piperazin-2-one

(3S,6S)-6-(4-chlorophenyl)-3-isobutyl-piperazin-2-one

methyl (S)-2-amino-2-(4-chlorophenyl)acetate

Refernces

• 1、 Zhou, Guobin,Zhang, Pengfei,Pan, Yuanjiang,Guo, Junli. "Stereoselective synthesis of α-amino acids from O-pivaloyl-D- glucopyranosylaldimine". . p. 65 - 73. Retrieved 2007/10/03.
• 2、 Wang, Mei-Xiang,Lin, Shuang-Jun. "Highly efficient and enantioselective synthesis of L-arylglycines and D-arylglycine amides from biotransformations of nitriles". . p. 6925 - 6927. Retrieved 2007/10/03.