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

Base Information

Chemical Name:(S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-isopropylcyclopentanecarboxylic acid
CAS No.:1280736-83-5
Molecular Formula:C₁₇H₂₃NO₄
Molecular Weight:305.374
Hs Code.:

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

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

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

There total 4 articles about (S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-isopropylcyclopentanecarboxylic 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: 74.0%

: 1280736-80-2
tert-butyl (S,S,S)-2-[n-(benzyloxycarbonyl)amino]-3-isopropylcyclopentanecarboxylate

: 1280736-83-5
(S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-isopropylcyclopentanecarboxylic 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:

: 820236-50-8
tert-butyl (1S,2S,3S,αS)-3-(1'-methylethyl)-2-(N-benzyl-N-α-methylbenzylamino)-cyclopentane-1-carboxylate

: 1280736-83-5
(S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-isopropylcyclopentanecarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 20 % Pd(OH)2/C; hydrogen / methanol / 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; methanol; dichloromethane;
DOI:10.1016/j.tetasy.2010.12.007

Reference yield:

: t-butyl (1S,2S,3S)-3-(1'-methylethyl)-2-aminocyclopentane-1-carboxylate

: 1280736-83-5
(S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-isopropylcyclopentanecarboxylic 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