2-Chloro-D-phenylalanine

Base Information

• Chemical Name: 2-Chloro-D-phenylalanine
• CAS No.: 80126-50-7
• Molecular Formula: C₉H₁₀ClNO₂
• Molecular Weight: 199.637
• Hs Code.: 2922499990
• Mol file: 80126-50-7.mol

Synonyms:D-2-Chlorophenylalanine;H-D-Phe(2-Cl)-OH;2-Chloro-D-Phe-OH.HCl;(2R)-2-ammonio-3-(2-chlorophenyl)propanoate;2-Chlor-D-phenylalanin;D-phenylalanine, 2-chloro-;

Chemical Property of 2-Chloro-D-phenylalanine

Chemical Property:

• Melting Point: 211-213 °C
• Boiling Point: 339.5 °C at 760 mmHg
• PKA: 2.16±0.10(Predicted)
• Flash Point: 159.1 °C
• PSA: 63.32000
• Density: 1.336 g/cm³
• LogP: 1.99470
• Storage Temp.: Store at 0°C

Purity/Quality:

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

2-Chloro-D-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Chloro-D-phenylalanine

There total 42 articles about 2-Chloro-D-phenylalanine 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: 70.0%

2-(Benzhydrylidene-amino)-3-(2-chloro-phenyl)-propionic acid methyl ester (145243-37-4) → rac-2-chlorophenylalanine (14091-11-3,80126-50-7)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/jo00056a033

Reference yield: 48.0%

rac-2-chlorophenylalanine (14091-11-3,80126-50-7) → (2S)-2-amino-3-(2-chlorophenyl)propanoic acid (103616-89-3,80126-50-7)

Guidance literature:

With sodium hydroxide; oxygen; at 30 ℃; for 43h; pH=7.3; optical yield given as %ee; enantioselective reaction; aq. buffer; Enzymatic reaction;

DOI:10.1016/j.bmcl.2008.12.100

Reference yield: 37.0%

trans-2-chlorocinnamic acid (704-96-1,939-58-2) → (2S)-2-amino-3-(2-chlorophenyl)propanoic acid (103616-89-3,80126-50-7)

Guidance literature:

With ammonium hydroxide; Petroselinum crispum phenylalanine ammonialyase (1U); at 37 ℃; for 24h; pH=10;

DOI:10.1002/1521-3765(20000915)6:18<3386::AID-CHEM3386>3.0.CO;2-5

upstream raw materials:

N-benzoyl-2-chloro-phenylalanine

N-acetyl-3-(2-chlorophenyl)-2-ethoxycarbonyl alanine ethyl ester

2-(Benzhydrylidene-amino)-3-(2-chloro-phenyl)-propionic acid methyl ester

1-chloro-2-(chloromethyl)benzene

Downstream raw materials:

rac-2-chlorophenylalanine

Refernces

• 1、 Weise, Nicholas J.,Thapa, Prasansa,Ahmed, Syed T.,Heath, Rachel S.,Parmeggiani, Fabio,Turner, Nicholas J.,Flitsch, Sabine L.. "Bi-enzymatic Conversion of Cinnamic Acids to 2-Arylethylamines". . p. 995 - 998. Retrieved 2020/01/21.
• 2、 Walton, Curtis J. W.,Parmeggiani, Fabio,Barber, Janet E. B.,McCann, Jenna L.,Turner, Nicholas J.,Chica, Roberto A.. "Engineered Aminotransferase for the Production of d-Phenylalanine Derivatives Using Biocatalytic Cascades". . p. 470 - 474. Retrieved 2017/12/15.