N-[(Phenylmethoxy)carbonyl]-L-phenylalanine [4-(methylthio)phenyl]methyl ester

Base Information

• Chemical Name: N-[(Phenylmethoxy)carbonyl]-L-phenylalanine [4-(methylthio)phenyl]methyl ester
• CAS No.: 106732-71-2
• Molecular Formula: C25H25NO4S
• Molecular Weight: 435.544
• DSSTox Substance ID: DTXSID001138115
• Mol file: 106732-71-2.mol

Synonyms:DTXSID001138115;N-[(Phenylmethoxy)carbonyl]-L-phenylalanine [4-(methylthio)phenyl]methyl ester;106732-71-2

Chemical Property of N-[(Phenylmethoxy)carbonyl]-L-phenylalanine [4-(methylthio)phenyl]methyl ester

Chemical Property:

• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 435.15042945
• Heavy Atom Count: 31
• Complexity: 538

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=CC=C(C=C1)COC(=O)C(CC2=CC=CC=C2)NC(=O)OCC3=CC=CC=C3
• Isomeric SMILES: CSC1=CC=C(C=C1)COC(=O)[C@H](CC2=CC=CC=C2)NC(=O)OCC3=CC=CC=C3

Technology Process of N-[(Phenylmethoxy)carbonyl]-L-phenylalanine [4-(methylthio)phenyl]methyl ester

There total 1 articles about N-[(Phenylmethoxy)carbonyl]-L-phenylalanine [4-(methylthio)phenyl]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: 78.0%

4-(methylthio)benzyl alcohol (3446-90-0) + N-Cbz-L-Phe (1161-13-3) → Z-Phe-OMtb (106732-71-2)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In chloroform; at 25 ℃; for 48h;

DOI:10.1021/jo00238a016

Reference yield: 50.0%

Z-Phe-OMtb (106732-71-2) → Z-Phe-OMsib (106732-72-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 1.) O deg C, 30 min, 2.) 25 deg C, 2 h;

DOI:10.1021/jo00238a016

upstream raw materials:

4-(methylthio)benzyl alcohol

N-Cbz-L-Phe

Downstream raw materials:

Z-Phe-OMsib

Refernces