N-carbobenzoxy-(O-tert-butyl)-Asp-(O-tert-butyl)-Ser-Gly-pentachlorophenyl ester

Base Information

• Chemical Name: N-carbobenzoxy-(O-tert-butyl)-Asp-(O-tert-butyl)-Ser-Gly-pentachlorophenyl ester
• CAS No.: 84866-24-0
• Molecular Formula: C₃₁H₃₆Cl₅N₃O₉
• Molecular Weight: 771.907

Synonyms:N-carbobenzoxy-(O-tert-butyl)-Asp-(O-tert-butyl)-Ser-Gly-pentachlorophenyl ester

Chemical Property of N-carbobenzoxy-(O-tert-butyl)-Asp-(O-tert-butyl)-Ser-Gly-pentachlorophenyl ester

Chemical Property:

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Technology Process of N-carbobenzoxy-(O-tert-butyl)-Asp-(O-tert-butyl)-Ser-Gly-pentachlorophenyl ester

There total 3 articles about N-carbobenzoxy-(O-tert-butyl)-Asp-(O-tert-butyl)-Ser-Gly-pentachlorophenyl 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: 67.0%

Z-D(tBu)-OH (5545-52-8) + (O-tert-butyl)-Ser-Gly-pentachlorophenyl ester hydrochloride → N-carbobenzoxy-(O-tert-butyl)-Asp-(O-tert-butyl)-Ser-Gly-pentachlorophenyl ester (84866-24-0)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran;

DOI:10.1002/jps.2600711217

Reference yield:

N-benzyloxycarbonyl-O-t-butyl-L-serine (1676-75-1) → N-carbobenzoxy-(O-tert-butyl)-Asp-(O-tert-butyl)-Ser-Gly-pentachlorophenyl ester (84866-24-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) N-methylmorpholine, isobutyl chlorocarbonate / 1.) tetrahydrofuran, 20 deg C, 30 min, 2.) ice-temperature -> room temperature, overnight

2: 93 percent / hydrogen, hydrogen chloride / 10percent palladium-charcoal / methanol; acetic acid / 0.17 h

3: 67 percent / N-methylmorpholine / tetrahydrofuran

With 4-methyl-morpholine; hydrogenchloride; hydrogen; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol; acetic acid;

DOI:10.1002/jps.2600711217

Reference yield:

glycine pentachlorophenyl ester hydrochloride (23777-06-2) → N-carbobenzoxy-(O-tert-butyl)-Asp-(O-tert-butyl)-Ser-Gly-pentachlorophenyl ester (84866-24-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) N-methylmorpholine, isobutyl chlorocarbonate / 1.) tetrahydrofuran, 20 deg C, 30 min, 2.) ice-temperature -> room temperature, overnight

2: 93 percent / hydrogen, hydrogen chloride / 10percent palladium-charcoal / methanol; acetic acid / 0.17 h

3: 67 percent / N-methylmorpholine / tetrahydrofuran

With 4-methyl-morpholine; hydrogenchloride; hydrogen; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol; acetic acid;

DOI:10.1002/jps.2600711217

upstream raw materials:

Z-D(tBu)-OH

N-benzyloxycarbonyl-O-t-butyl-L-serine

glycine pentachlorophenyl ester hydrochloride

Downstream raw materials:

N-carbobenzoxy(imbutyloxycarbonyl)-His-(O-tert-butyl)-Asp-(O-tert-butyl)-Ser-Gly-pentachlorophenyl ester

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