(1S,2S)-ethyl 2-(tert-butoxycarbonylaMino)cyclopentanecarboxylate

Base Information

• Chemical Name: (1S,2S)-ethyl 2-(tert-butoxycarbonylaMino)cyclopentanecarboxylate
• CAS No.: 143617-95-2
• Molecular Formula: C₁₃H₂₃NO₄
• Molecular Weight: 257.33
• Mol file: 143617-95-2.mol

Synonyms:

Chemical Property of (1S,2S)-ethyl 2-(tert-butoxycarbonylaMino)cyclopentanecarboxylate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

(1S,2S)-Ethyl2-((tert-butoxycarbonyl)amino)cyclopentanecarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S,2S)-ethyl 2-(tert-butoxycarbonylaMino)cyclopentanecarboxylate

There total 2 articles about (1S,2S)-ethyl 2-(tert-butoxycarbonylaMino)cyclopentanecarboxylate 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: 93.0%

di-tert-butyl dicarbonate (24424-99-5) + (1S)-trans-2-azidocyclopentanecarboxylic acid ethyl ester (143617-94-1) → (1S)-trans-2-<<(1,1-dimethylethoxy)carbonyl>amino>cyclopentanecarboxylic acid ethyl ester (143617-95-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In N,N-dimethyl-formamide; for 3h; under 2585.7 Torr;

DOI:10.1021/jm00099a005

Reference yield:

ethyl syn-(1S,2R)-2-hydroxycyclopentanecarboxylate (110611-68-2) → (1S)-trans-2-<<(1,1-dimethylethoxy)carbonyl>amino>cyclopentanecarboxylic acid ethyl ester (143617-95-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / triphenylphosphine, hydrazoic acid, diethyl azodicarboxylate / benzene / 3 h / Ambient temperature

2: 93 percent / H₂ / 10 percent Pd/C / dimethylformamide / 3 h / 2585.7 Torr

With hydrogen azide; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In N,N-dimethyl-formamide; benzene;

DOI:10.1021/jm00099a005

Reference yield: 85.0%

(1S)-trans-2-<<(1,1-dimethylethoxy)carbonyl>amino>cyclopentanecarboxylic acid ethyl ester (143617-95-2) → (1S)-trans-2-<<(1,1-dimethylethoxy)carbonyl>amino>cyclopentanecarboxylic acid (143679-80-5)

Guidance literature:

With lithium hydroxide; In methanol; water; at 0 ℃; for 17h;

DOI:10.1021/jm00099a005

upstream raw materials:

di-tert-butyl dicarbonate

(1S)-trans-2-azidocyclopentanecarboxylic acid ethyl ester

ethyl syn-(1S,2R)-2-hydroxycyclopentanecarboxylate

Downstream raw materials:

(1S)-trans-2-<<(1,1-dimethylethoxy)carbonyl>amino>cyclopentanecarboxylic acid