(S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-benzylcyclopentanecarboxylic acid

Base Information

Chemical Name:(S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-benzylcyclopentanecarboxylic acid
CAS No.:1280736-81-3
Molecular Formula:C₂₁H₂₃NO₄
Molecular Weight:353.418
Hs Code.:

Synonyms:(S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-benzylcyclopentanecarboxylic acid

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Chemical Property of (S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-benzylcyclopentanecarboxylic acid

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Technology Process of (S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-benzylcyclopentanecarboxylic acid

There total 4 articles about (S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-benzylcyclopentanecarboxylic acid 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: 86.0%

: 1280736-78-8
tert-butyl (S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-benzylcyclopentanecarboxylate

: 1280736-81-3
(S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-benzylcyclopentanecarboxylic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 3h; chemoselective reaction; Inert atmosphere;
DOI:10.1016/j.tetasy.2010.12.007

Reference yield:

: 820236-49-5
tert-butyl (1S,2S,3S,αS)-3-benzyl-2-(N-benzyl-N-α-methylbenzylamino)-cyclopentane-1-carboxylate

: 1280736-81-3
(S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-benzylcyclopentanecarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 20 % Pd(OH)2/C; hydrogen / ethyl acetate / 16 h / 20 °C / 3800.26 Torr

2: triethylamine / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With 20 % Pd(OH)2/C; hydrogen; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1016/j.tetasy.2010.12.007

Reference yield:

: 820236-58-6
t-butyl (1S,2S,3S)-3-benzyl-2-aminocyclopentane-1-carboxylate

: 1280736-81-3
(S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-benzylcyclopentanecarboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2010.12.007