Carbonic acid, [4-[[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-(4-hydroxyphenyl)-1- oxopropyl]amino]phenyl]methyl 4-nitrophenyl ester

Base Information

• Chemical Name: Carbonic acid, [4-[[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-(4-hydroxyphenyl)-1- oxopropyl]amino]phenyl]methyl 4-nitrophenyl ester
• CAS No.: 728916-17-4
• Molecular Formula: C28H29N3O9
• Molecular Weight: 551.553
• Mol file: 728916-17-4.mol

Synonyms:

Chemical Property of Carbonic acid, [4-[[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-(4-hydroxyphenyl)-1- oxopropyl]amino]phenyl]methyl 4-nitrophenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbonic acid, [4-[[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-(4-hydroxyphenyl)-1- oxopropyl]amino]phenyl]methyl 4-nitrophenyl ester

There total 4 articles about Carbonic acid, [4-[[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-(4-hydroxyphenyl)-1- oxopropyl]amino]phenyl]methyl 4-nitrophenyl 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: 72.0%

4-Nitrophenyl chloroformate (7693-46-1) + [1-(4-hydroxymethyl-phenylcarbamoyl)-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid tert-butyl ester (875153-70-1) → carbonic acid 4-[2-tert-butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-benzyl ester 4-nitro-phenyl ester (728916-17-4)

Guidance literature:

With pyridine; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmcl.2004.04.041

Reference yield:

4-aminobenzenemethanol (623-04-1) → carbonic acid 4-[2-tert-butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-benzyl ester 4-nitro-phenyl ester (728916-17-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 78.5 percent / HOBt; EDC / tetrahydrofuran / 14 h / 0 - 20 °C

2: 71.7 percent / pyridine / tetrahydrofuran / 12 h / 20 °C

With pyridine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran;

DOI:10.1016/j.bmc.2005.08.015

Reference yield:

Boc-Tyr-OH (3978-80-1) → carbonic acid 4-[2-tert-butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-benzyl ester 4-nitro-phenyl ester (728916-17-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 78.5 percent / HOBt; EDC / tetrahydrofuran / 14 h / 0 - 20 °C

2: 71.7 percent / pyridine / tetrahydrofuran / 12 h / 20 °C

With pyridine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran;

DOI:10.1016/j.bmc.2005.08.015

upstream raw materials:

4-Nitrophenyl chloroformate

[1-(4-hydroxymethyl-phenylcarbamoyl)-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid tert-butyl ester

4-aminobenzenemethanol

Boc-Tyr-OH