4-Chloro-d-phenylalanine methyl ester

Base Information

• Chemical Name: 4-Chloro-d-phenylalanine methyl ester
• CAS No.: 134166-72-6
• Molecular Formula: C10H12ClNO2
• Molecular Weight: 213.664
• UNII: 761K7NAF2J
• DSSTox Substance ID: DTXSID101276615
• Nikkaji Number: J215.986D
• Wikidata: Q27266430
• ChEMBL ID: CHEMBL1476412
• Mol file: 134166-72-6.mol

Synonyms:134166-72-6;4-chloro-d-phenylalanine methyl ester;D-Phenylalanine, 4-chloro-, methyl ester;methyl (2R)-2-amino-3-(4-chlorophenyl)propanoate;761K7NAF2J;(R)-4-Chlorophenylalanine methyl ester;(R)-Methyl 2-amino-3-(4-chlorophenyl)propanoate;Methyl 2-amino-3-(4-chlorophenyl)propanoate, (2R)-;4-Chloro-D-Phe-OMe;4-Cl-D-Phe-OMe;Lopac-C-3635;UNII-761K7NAF2J;SCHEMBL1473553;CHEMBL1476412;DTXSID101276615;4-Chloro-d-phenylalaninemethyl ester;MFCD08058272;NCGC00015231-01;I11820;(R)-Methyl2-amino-3-(4-chlorophenyl)propanoate;EN300-2197551;Q27266430;4-Chloro-D-phenylalanine methyl ester (H-D-Phe(4-Cl)-OMe)

Chemical Property of 4-Chloro-d-phenylalanine methyl ester

Chemical Property:

• PSA: 52.32000
• LogP: 2.08310
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 213.0556563
• Heavy Atom Count: 14
• Complexity: 191

Purity/Quality:

95% ^*data from raw suppliers

4-CHLORO-D-PHENYLALANINE METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CC1=CC=C(C=C1)Cl)N
• Isomeric SMILES: COC(=O)[C@@H](CC1=CC=C(C=C1)Cl)N

Technology Process of 4-Chloro-d-phenylalanine methyl ester

There total 8 articles about 4-Chloro-d-phenylalanine methyl ester 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:

N-Boc-D-(4-Cl)Phe-OH (57292-44-1) → D-p-chlorophenylalanine methyl ester (134166-72-6,24561-03-3)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 0.5 h

2: sulfuric acid / dichloromethane; trifluoroacetic acid / 2 h / Reflux

With sulfuric acid; trifluoroacetic acid; In dichloromethane; trifluoroacetic acid;

DOI:10.1039/c3ob40215k

Reference yield:

methanol (67-56-1) + para-Chloro-D-phenylalanine (14091-08-8,1991-78-2) → D-p-chlorophenylalanine methyl ester (134166-72-6,24561-03-3)

Guidance literature:

With sulfuric acid; In dichloromethane; trifluoroacetic acid; for 2h; Reflux;

DOI:10.1039/c3ob40215k

Reference yield:

1-Chloro-4-(chloromethyl)benzene (104-83-6) → D-p-chlorophenylalanine methyl ester (134166-72-6,24561-03-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 79 percent / NaOEt / ethanol / Heating

2: 95 percent / 20percent aq. HCl / Heating

3: SOCl₂

With hydrogenchloride; thionyl chloride; sodium ethanolate; In ethanol;

DOI:10.1016/S0957-4166(98)00343-7

upstream raw materials:

2-amino-3-(4-chlorophenyl)propionic acid methyl ester hydrochloride

2-acetylamino-2-(4-chlorobenzyl)malonic acid diethyl ester

2-amino-3-(4-chlorophenyl)propionic acid hydrochloride

1-Chloro-4-(chloromethyl)benzene

Downstream raw materials:

N-(N-benzoyl-L-tryptophanyl)-para-chloro-D-phenylalanine methyl ester

C₂₄H₂₉Cl₂N₃O₂

C₂₂H₂₇Cl₂N₃O₂

C₂₅H₃₁Cl₂N₃O₂