4-Fluoro-N-[(phenylmethoxy)carbonyl]phenylalanine methyl ester

Base Information

• Chemical Name: 4-Fluoro-N-[(phenylmethoxy)carbonyl]phenylalanine methyl ester
• CAS No.: 141971-11-1
• Molecular Formula: C₁₈H₁₈FNO₄
• Molecular Weight: 331.344
• DSSTox Substance ID: DTXSID801179573
• Mol file: 141971-11-1.mol

Synonyms:DTXSID801179573;4-Fluoro-N-[(phenylmethoxy)carbonyl]phenylalanine methyl ester;141971-11-1

Chemical Property of 4-Fluoro-N-[(phenylmethoxy)carbonyl]phenylalanine methyl ester

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 331.12198622
• Heavy Atom Count: 24
• Complexity: 404

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C(CC1=CC=C(C=C1)F)NC(=O)OCC2=CC=CC=C2

Technology Process of 4-Fluoro-N-[(phenylmethoxy)carbonyl]phenylalanine methyl ester

There total 4 articles about 4-Fluoro-N-[(phenylmethoxy)carbonyl]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: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + DL-Z-4-F-Phe-OH (404-32-0) → Z-DL-Phe(4F)OMe (141971-11-1)

Guidance literature:

In diethyl ether;

DOI:10.1039/b004183l

Reference yield:

methanol (67-56-1) + N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) + 4-Fluorophenylalanine (51-65-0) → Z-DL-Phe(4F)OMe (141971-11-1)

Guidance literature:

N-(Benzyloxycarbonyloxy)succinimide; 4-Fluorophenylalanine; With sodium carbonate; In water; acetone; for 3h;

methanol; With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; at 0 ℃; for 2h;

DOI:10.1007/s00726-020-02915-3

Reference yield:

4-Fluorophenylalanine (51-65-0) → Z-DL-Phe(4F)OMe (141971-11-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / diethyl ether

In diethyl ether; 1: Schotten-Baumann reaction;

DOI:10.1039/b004183l

upstream raw materials:

diazomethane

DL-Z-4-F-Phe-OH

4-Fluorophenylalanine

benzyl chloroformate

Downstream raw materials:

DL-Z-4-F-Phe-OH

(R)-(N-benzyloxycarbonyl)-p-fluorophenylalanine

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid

methyl (S)-2-acetylamino-3-(4-fluorophenyl)propanoate