(1S,2S)-BOC-2-AMINOCYCLOPENTANE CARBOXYLIC ACID

Base Information

• Chemical Name: (1S,2S)-BOC-2-AMINOCYCLOPENTANE CARBOXYLIC ACID
• CAS No.: 143679-80-5
• Molecular Formula: C11H19 N O4
• Molecular Weight: 229.27
• Hs Code.: 29225090
• Mol file: 143679-80-5.mol

Synonyms:Cyclopentanecarboxylicacid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (1S-trans)-;(1S,2S)-2-[(tert-Butoxycarbonyl)amino]cyclopentanecarboxylic acid

Chemical Property of (1S,2S)-BOC-2-AMINOCYCLOPENTANE CARBOXYLIC ACID

Chemical Property:

• PSA: 75.63000
• Density: 1.15
• LogP: 2.15530
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(1S,2S)-2-(Boc-amino)cyclopentanecarboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (1S,2S)-Boc-aminocyclopentane Carboxylic Acid can be used as a building block to prepare helical foldamers.

Technology Process of (1S,2S)-BOC-2-AMINOCYCLOPENTANE CARBOXYLIC ACID

There total 14 articles about (1S,2S)-BOC-2-AMINOCYCLOPENTANE CARBOXYLIC 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: 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

Reference yield:

2-ethoxycarbonyl-1-cyclopentanone (611-10-9) → (1S)-trans-2-<<(1,1-dimethylethoxy)carbonyl>amino>cyclopentanecarboxylic acid (143679-80-5)

Guidance literature:

Multi-step reaction with 5 steps

1: AcOH / ethanol

2: NaCNBH₃

3: LiOH

4: H₂ / Pd/C

With lithium hydroxide; hydrogen; sodium cyanoborohydride; acetic acid; palladium on activated charcoal; In ethanol;

DOI:10.1021/ja046280q

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (1S)-trans-2-<<(1,1-dimethylethoxy)carbonyl>amino>cyclopentanecarboxylic acid (143679-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / H₂ / 10 percent Pd/C / dimethylformamide / 3 h / 2585.7 Torr

2: 85 percent / LiOH / H₂O; methanol / 17 h / 0 °C

With lithium hydroxide; hydrogen; palladium on activated charcoal; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00099a005

upstream raw materials:

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

N-(tert-butyloxycarbonyl)-trans-(1S,2S)-2-aminocyclopentanecarboxylic acid methyl ester

di-tert-butyl dicarbonate

(+)-(1S,2S)-2-aminocyclopentane-1-carboxylic acid

Downstream raw materials:

(-)-(1S,2S)-N-mono(tert-butoxycarbonyl) cyclopentane-1,2-diamine

methyl N-[(2S)-tert-butoxycarbonylaminocyclopent-(1S)-yl]-N-[4-N-(benzyloxycarbonyl)cytosin-1-ylacetyl]glycinate

methyl N-[(2S)-tert-butoxycarbonylaminocyclopent-(1S)-yl]-N-[6-N-(benzyloxycarbonyl)adenin-9-ylacetyl]glycinate

C₆H₁₂N₂O*(x)ClH