N-[[1-[[(phenylmethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-L-tyrosine ethyl ester

Base Information

• Chemical Name: N-[[1-[[(phenylmethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-L-tyrosine ethyl ester
• CAS No.: 101813-77-8
• Molecular Formula: C₂₅H₃₀N₂O₆
• Molecular Weight: 454.523
• Mol file: 101813-77-8.mol

Synonyms:

Chemical Property of N-[[1-[[(phenylmethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-L-tyrosine ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[[1-[[(phenylmethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-L-tyrosine ethyl ester

There total 5 articles about N-[[1-[[(phenylmethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-L-tyrosine ethyl 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:

1-{[(benzyloxy)carbonyl]amino}cyclopentanecarboxylic acid (17191-44-5) + L-tyrosine ethyl ester monohydrochloride (4089-07-0) → N-[[1-[[(phenylmethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-L-tyrosine ethyl ester (101813-77-8)

Guidance literature:

1-{[(benzyloxy)carbonyl]amino}cyclopentanecarboxylic acid; With triethylamine; isobutyl chloroformate; In ethyl acetate; at -2 ℃; for 0.5h; Inert atmosphere;

L-tyrosine ethyl ester monohydrochloride; With triethylamine; In ethyl acetate; at -6 - 15 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/op970242s

Reference yield:

1-amino-1-cyclopentanecarboxylic acid (52-52-8) → N-[[1-[[(phenylmethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-L-tyrosine ethyl ester (101813-77-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / acetone

2: DCC

With sodium hydroxide; dicyclohexyl-carbodiimide; In acetone;

DOI:10.1039/jr9620004601

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-[[1-[[(phenylmethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-L-tyrosine ethyl ester (101813-77-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / water; tert-butyl methyl ether / 3 h / 23 °C / pH 10.5 - 11.5 / Inert atmosphere

2.1: triethylamine; isobutyl chloroformate / ethyl acetate / 0.5 h / -2 °C / Inert atmosphere

2.2: 1.5 h / -6 - 15 °C / Inert atmosphere

With triethylamine; sodium hydroxide; isobutyl chloroformate; In tert-butyl methyl ether; water; ethyl acetate;

DOI:10.1021/op970242s

upstream raw materials:

L-tyrosine ethyl ester

1-{[(benzyloxy)carbonyl]amino}cyclopentanecarboxylic acid

benzyl chloroformate

1-amino-1-cyclopentanecarboxylic acid

Refernces