N-Carbomethoxy-L-phenylalanine

Base Information

• Chemical Name: N-Carbomethoxy-L-phenylalanine
• CAS No.: 41844-91-1
• Molecular Formula: C11H13NO4
• Molecular Weight: 223.229
• Hs Code.: 2924297099
• European Community (EC) Number: 813-735-4
• UNII: 276976775K
• DSSTox Substance ID: DTXSID90516408
• Nikkaji Number: J2.286.785G
• Wikidata: Q27254167
• Mol file: 41844-91-1.mol

Synonyms:41844-91-1;N-Carbomethoxy-L-phenylalanine;(methoxycarbonyl)-l-phenylalanine;L-Phenylalanine, N-(methoxycarbonyl)-;N-methoxycarbonyl-L-phenylalanine;N-(Methoxycarbonyl)phenylalanine;(2S)-2-(methoxycarbonylamino)-3-phenylpropanoic acid;(S)-2-((Methoxycarbonyl)amino)-3-phenylpropanoic acid;276976775K;(s)-2-(methoxycarbonylamino)-3-phenylpropanoic acid;methyloxycarbonyl-phenylalanine;SCHEMBL627437;DTXSID90516408;QGICDLYPUUZBIV-VIFPVBQESA-N;N-(Methoxycarbonyl)-L-phenylalanine;MFCD12795359;UNII-276976775K;AKOS010373859;AS-43768;CS-0143266;N-methoxycarbonyl-L-Phenylalanine-OH, AldrichCPR;(S)-2-((Methoxycarbonyl)amino)-3-phenylpropanoicacid;Q27254167;(2S)-2-[(METHOXYCARBONYL)AMINO]-3-PHENYLPROPANOIC ACID

Chemical Property of N-Carbomethoxy-L-phenylalanine

Chemical Property:

• PSA: 75.63000
• LogP: 1.42920
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 223.08445790
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

96% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-Carbomethoxy-L-phenylalanine

There total 11 articles about N-Carbomethoxy-L-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: 94.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + methyl chloroformate (79-22-1) → N-methoxycarbonyl-L-phenylalanine (41844-91-1)

Guidance literature:

With sodium hydroxide; sodium carbonate; for 1h;

DOI:10.1021/jo00164a009

Reference yield: 70.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + methyl chloroformate (79-22-1) → 2-Methoxycarbonylamino-3-phenyl-propionic acid (41844-91-1)

Guidance literature:

DOI:10.1021/jo00012a019

Reference yield: 6.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + Z-L-Val-O-COOMe (98807-38-6) → N-methoxycarbonyl-L-phenylalanine (41844-91-1) + N-methoxycarbonyl-L-valine (111398-44-8,74761-42-5)

Guidance literature:

With hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; side reaction in peptidsynthesis used mixed anhydride method, various reaction conditions;

upstream raw materials:

L-phenylalanine

Z-L-Val-O-COOMe

N-methoxycarbonyl-L-phenylalanine-p-nitrophenyl ester

N-Methoxycarbonylphenylalanin-p-nitrophenylester

Downstream raw materials:

((S)-1-Chlorocarbonyl-2-phenyl-ethyl)-carbamic acid methyl ester

L-phenylalanine-N-carboxyanhydride

(S)-2-Benzyl-3-hydroxy-5-oxo-2,5-dihydro-pyrrole-1-carboxylic acid methyl ester

(S)-2-Amino-3-phenyl-1-(p-methylphenyl)-1-propanone hydrochloride