tert-butyl (S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-benzylcyclopentanecarboxylate

Base Information

Chemical Name:tert-butyl (S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-benzylcyclopentanecarboxylate
CAS No.:1280736-78-8
Molecular Formula:C₂₅H₃₁NO₄
Molecular Weight:409.525
Hs Code.:

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

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Chemical Property of tert-butyl (S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-benzylcyclopentanecarboxylate

Chemical Property:

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Technology Process of tert-butyl (S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-benzylcyclopentanecarboxylate

There total 3 articles about tert-butyl (S,S,S)-2-[N-(benzyloxycarbonyl)amino]-3-benzylcyclopentanecarboxylate 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: 63.0%

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

: 501-53-1,94274-21-2
benzyl chloroformate

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

Guidance literature:: With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 16h; 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

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

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

: 816444-33-4
tert-butyl (1R,2S,3S,αS)-3-benzyl-2-(N-benzyl-N-α-methylbenzylamino)-cyclopentane-1-carboxylate

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

Guidance literature:: Multi-step reaction with 3 steps

1: potassium tert-butylate; tert-butyl alcohol / 8 h / Reflux; Inert atmosphere

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

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

With 20 % Pd(OH)2/C; potassium tert-butylate; hydrogen; triethylamine; tert-butyl alcohol; In tetrahydrofuran; ethyl acetate;
DOI:10.1016/j.tetasy.2010.12.007