4-[[(Phenylmethoxy)carbonyl]amino]-L-phenylalanine methyl ester

Base Information

• Chemical Name: 4-[[(Phenylmethoxy)carbonyl]amino]-L-phenylalanine methyl ester
• CAS No.: 79750-47-3
• Molecular Formula: C₁₈H₂₀N₂O₄
• Molecular Weight: 328.368
• DSSTox Substance ID: DTXSID601176254
• Nikkaji Number: J1.216.268E
• Mol file: 79750-47-3.mol

Synonyms:DTXSID601176254;79750-47-3;4-[[(Phenylmethoxy)carbonyl]amino]-L-phenylalanine methyl ester

Chemical Property of 4-[[(Phenylmethoxy)carbonyl]amino]-L-phenylalanine methyl ester

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 328.14230712
• Heavy Atom Count: 24
• Complexity: 402

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C(CC1=CC=C(C=C1)NC(=O)OCC2=CC=CC=C2)N
• Isomeric SMILES: COC(=O)[C@H](CC1=CC=C(C=C1)NC(=O)OCC2=CC=CC=C2)N

Technology Process of 4-[[(Phenylmethoxy)carbonyl]amino]-L-phenylalanine methyl ester

There total 4 articles about 4-[[(Phenylmethoxy)carbonyl]amino]-L-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:

(S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-nitrophenyl)propanoate (125218-62-4) → methyl (S)-2-amino-3-[4-(benzyloxycarbonylamino)phenyl]propionate (79750-47-3)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / 5percent Pd-C / acetic acid

2: 10percent NaHCO₃ / H₂O; dioxane

3: 20percent piperidine / dimethylformamide

With piperidine; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In 1,4-dioxane; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)99476-0

Reference yield:

(S)-3-(4-Benzyloxycarbonylamino-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid methyl ester → methyl (S)-2-amino-3-[4-(benzyloxycarbonylamino)phenyl]propionate (79750-47-3)

Guidance literature:

With piperidine; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)99476-0

Reference yield:

dibenzyl dicarbonate (31139-36-3) → methyl (S)-2-amino-3-[4-(benzyloxycarbonylamino)phenyl]propionate (79750-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 10percent NaHCO₃ / H₂O; dioxane

2: 20percent piperidine / dimethylformamide

With piperidine; sodium hydrogencarbonate; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)99476-0

upstream raw materials:

dibenzyl dicarbonate

(S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-aminophenyl)propanoate

(S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-nitrophenyl)propanoate