benzyl-(3S)-3-benzyloxycarbonylamino-5-(N-methyl-2-nitrobenzenesulfonylamino)pentanamide

Base Information

Chemical Name:benzyl-(3S)-3-benzyloxycarbonylamino-5-(N-methyl-2-nitrobenzenesulfonylamino)pentanamide
CAS No.:400053-88-5
Molecular Formula:C₂₇H₃₀N₄O₇S
Molecular Weight:554.624
Hs Code.:

Synonyms:benzyl-(3S)-3-benzyloxycarbonylamino-5-(N-methyl-2-nitrobenzenesulfonylamino)pentanamide

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Chemical Property of benzyl-(3S)-3-benzyloxycarbonylamino-5-(N-methyl-2-nitrobenzenesulfonylamino)pentanamide

Chemical Property:

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Technology Process of benzyl-(3S)-3-benzyloxycarbonylamino-5-(N-methyl-2-nitrobenzenesulfonylamino)pentanamide

There total 4 articles about benzyl-(3S)-3-benzyloxycarbonylamino-5-(N-methyl-2-nitrobenzenesulfonylamino)pentanamide 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: 95.0%

: 23530-40-7
N-methyl-2-nitrobenzenesulfonamide

: 400053-86-3
benzyl-(3S)-3-benzyloxycarbonylamino-5-hydroxypentanamide

: 400053-88-5
benzyl-(3S)-3-benzyloxycarbonylamino-5-(N-methyl-2-nitrobenzenesulfonylamino)pentanamide

Guidance literature:: With tributylphosphine; diethylazodicarboxylate; In dichloromethane; Mitsunobu reaction;
DOI:10.1055/s-2001-18108

Reference yield:

: 400053-84-1
(S)-3-Benzyloxycarbonylamino-5-hydroxy-pentanoic acid methyl ester

: 400053-88-5
benzyl-(3S)-3-benzyloxycarbonylamino-5-(N-methyl-2-nitrobenzenesulfonylamino)pentanamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: Me₃Al / hexane; benzene / 1.08 h / -10 - 20 °C

1.2: 1.10 g / hexane; benzene / 2.33 h / 0 - 20 °C

2.1: 83 percent / diethyl azodicarboxylate; Bu₃P / tetrahydrofuran / 2.33 h / 20 °C

With tributylphosphine; trimethylaluminum; diethylazodicarboxylate; In tetrahydrofuran; hexane; benzene;
DOI:10.1002/chem.200305358

Reference yield:

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: 400053-88-5
benzyl-(3S)-3-benzyloxycarbonylamino-5-(N-methyl-2-nitrobenzenesulfonylamino)pentanamide

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / methanol; CH₂Cl₂ / 2 h / 0 °C

2: 83 percent / diethyl azodicarboxylate; Bu₃P / tetrahydrofuran / 2.33 h / 20 °C

With tributylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/chem.200305358