tert-butyl (1S,2S,3R)-2-[N-(benzyloxycarbonyl)amino]-3-methylcyclopentanecarboxylate

Base Information

Chemical Name:tert-butyl (1S,2S,3R)-2-[N-(benzyloxycarbonyl)amino]-3-methylcyclopentanecarboxylate
CAS No.:1280736-79-9
Molecular Formula:C₁₉H₂₇NO₄
Molecular Weight:333.428
Hs Code.:

Synonyms:tert-butyl (1S,2S,3R)-2-[N-(benzyloxycarbonyl)amino]-3-methylcyclopentanecarboxylate

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Chemical Property of tert-butyl (1S,2S,3R)-2-[N-(benzyloxycarbonyl)amino]-3-methylcyclopentanecarboxylate

Chemical Property:

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Technology Process of tert-butyl (1S,2S,3R)-2-[N-(benzyloxycarbonyl)amino]-3-methylcyclopentanecarboxylate

There total 3 articles about tert-butyl (1S,2S,3R)-2-[N-(benzyloxycarbonyl)amino]-3-methylcyclopentanecarboxylate 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: 88.0%

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

: 646518-16-3,816444-35-6
tert-butyl (1S,2S,3R)-3-methyl-2-aminocyclopentane-1-carboxylate

: 1280736-79-9
tert-butyl (1S,2S,3R)-2-[N-(benzyloxycarbonyl)amino]-3-methylcyclopentanecarboxylate

Guidance literature:: With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.tetasy.2010.12.007

Reference yield:

: tert-butyl (αS)-2-[n-benzyl-N-(α-methylbenzyl)-amino]-3-methylcyclopentanecarboxylate

: 1280736-79-9
tert-butyl (1S,2S,3R)-2-[N-(benzyloxycarbonyl)amino]-3-methylcyclopentanecarboxylate

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 / methanol / 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; methanol;
DOI:10.1016/j.tetasy.2010.12.007

Reference yield:

: 479201-51-9
tert-butyl (1S,2S,3R,αS)-3-methyl-2-(N-benzyl-N-α-methylbenzylamino)cyclopentane-1-carboxylate

: 1280736-79-9
tert-butyl (1S,2S,3R)-2-[N-(benzyloxycarbonyl)amino]-3-methylcyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 2 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

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