(S)-5-tert-Butoxycarbonylamino-2-(4-nitro-benzoylamino)-pentanoic acid tert-butyl ester

Base Information

• Chemical Name: (S)-5-tert-Butoxycarbonylamino-2-(4-nitro-benzoylamino)-pentanoic acid tert-butyl ester
• CAS No.: 1053747-17-3
• Molecular Formula: C₂₁H₃₁N₃O₇
• Molecular Weight: 437.493

Synonyms:(S)-5-tert-Butoxycarbonylamino-2-(4-nitro-benzoylamino)-pentanoic acid tert-butyl ester

Chemical Property of (S)-5-tert-Butoxycarbonylamino-2-(4-nitro-benzoylamino)-pentanoic acid tert-butyl ester

Chemical Property:

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Technology Process of (S)-5-tert-Butoxycarbonylamino-2-(4-nitro-benzoylamino)-pentanoic acid tert-butyl ester

There total 5 articles about (S)-5-tert-Butoxycarbonylamino-2-(4-nitro-benzoylamino)-pentanoic acid tert-butyl 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%

di-tert-butyl dicarbonate (24424-99-5) + (S)-5-Amino-2-(4-nitro-benzoylamino)-pentanoic acid tert-butyl ester (1053486-69-3) → (S)-5-tert-Butoxycarbonylamino-2-(4-nitro-benzoylamino)-pentanoic acid tert-butyl ester (1053747-17-3)

Guidance literature:

In chloroform; for 1.5h; Heating;

DOI:10.1002/jhet.5570330457

Reference yield:

N-carboxybenzyl-L-ornithine (3304-51-6,118578-06-6) → (S)-5-tert-Butoxycarbonylamino-2-(4-nitro-benzoylamino)-pentanoic acid tert-butyl ester (1053747-17-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Et₃N, Me₃SiCl / 1.) CH₂Cl₂, RT, 20 min, 2.) CH₂Cl₂, 15 min

2: 98 percent / 2 N HBr, glacial AcOH / 0.25 h / Ambient temperature

3: 71 percent / 60percent HClO₄ / 18 h / Ambient temperature

4: 94 percent / CHCl₃ / 1.5 h / Heating

With chloro-trimethyl-silane; perchloric acid; hydrogen bromide; acetic acid; triethylamine; In chloroform;

DOI:10.1002/jhet.5570330457

Reference yield:

4-nitro-benzoyl chloride (122-04-3) → (S)-5-tert-Butoxycarbonylamino-2-(4-nitro-benzoylamino)-pentanoic acid tert-butyl ester (1053747-17-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Et₃N, Me₃SiCl / 1.) CH₂Cl₂, RT, 20 min, 2.) CH₂Cl₂, 15 min

2: 98 percent / 2 N HBr, glacial AcOH / 0.25 h / Ambient temperature

3: 71 percent / 60percent HClO₄ / 18 h / Ambient temperature

4: 94 percent / CHCl₃ / 1.5 h / Heating

With chloro-trimethyl-silane; perchloric acid; hydrogen bromide; acetic acid; triethylamine; In chloroform;

DOI:10.1002/jhet.5570330457

upstream raw materials:

di-tert-butyl dicarbonate

(S)-5-Amino-2-(4-nitro-benzoylamino)-pentanoic acid tert-butyl ester

N-carboxybenzyl-L-ornithine

4-nitro-benzoyl chloride

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