N-butyloxycarbonylphenylalanyl-dehydroalanyl-methyl ester

Base Information

• Chemical Name: N-butyloxycarbonylphenylalanyl-dehydroalanyl-methyl ester
• CAS No.: 79807-13-9
• Molecular Formula: C18H24 N2 O5
• Molecular Weight: 348.399
• Mol file: 79807-13-9.mol

Synonyms:Alanine,2,3-didehydro-N-[N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanyl]-, methylester

Chemical Property of N-butyloxycarbonylphenylalanyl-dehydroalanyl-methyl ester

Chemical Property:

• PSA: 93.73000
• LogP: 2.70710

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-butyloxycarbonylphenylalanyl-dehydroalanyl-methyl ester

There total 7 articles about N-butyloxycarbonylphenylalanyl-dehydroalanyl-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: 94.0%

Boc-Phe-ΔAla (88462-99-1) + methyl iodide (74-88-4) → methyl 2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}-amino)-acrylate (79807-13-9)

Guidance literature:

Boc-Phe-ΔAla; With caesium carbonate; In methanol; at 20 ℃; for 1h;

methyl iodide; In N,N-dimethyl-formamide;

DOI:10.1007/s00044-015-1366-0

Reference yield: 92.0%

Boc-L-Phe-L-Ser(Cbz)-OMe → methyl 2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}-amino)-acrylate (79807-13-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 1h;

DOI:10.1016/j.tet.2007.07.094

Reference yield: 78.0%

(S)-methyl 2-((2S)-2-[(tert-butoxycarbonyl)-3-phenylpropanamido]-3-hydroxy)-propanoate (34290-59-0) → methyl 2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}-amino)-acrylate (79807-13-9)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1081/SCC-200054757

upstream raw materials:

(S)-methyl 2-((2S)-2-[(tert-butoxycarbonyl)-3-phenylpropanamido]-3-hydroxy)-propanoate

N-tert-butoxycarbonyl-L-phenylalanine

Boc-Phe-ΔAla

methyl iodide

Downstream raw materials:

methyl (Z)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}-amino)-3-phenyl-2-propenoate

Boc-Phe-DL-Phe(4-OMe)-OMe

Boc-Phe-DL-Phe(4-Cl)-OMe