(1RS,2SR)-cispentacin

Base Information

• Chemical Name: (1RS,2SR)-cispentacin
• CAS No.: 57043-00-2
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.159
• Mol file: 57043-00-2.mol

Synonyms:(1RS,2SR)-cispentacin

Chemical Property of (1RS,2SR)-cispentacin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1RS,2SR)-cispentacin

There total 16 articles about (1RS,2SR)-cispentacin 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: 100.0%

benzyl (3aSR,6aRS)-3-oxohexahydro-1H-cyclopenta[c]isoxazole-1-carboxylate → (1RS,2SR)-cispentacin (57043-00-2,37910-65-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 65 ℃; for 28h; under 45603.1 Torr;

DOI:10.1002/ejoc.201300197

Reference yield: 89.0%

benzyl cis-2-(benzylamino)cyclopentane-1-carboxylate → (1RS,2SR)-cispentacin (57043-00-2,37910-65-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃;

DOI:10.1081/SCC-100105666

Reference yield: 78.0%

cis-2-aza-3-oxobicyclo<3.2.0>heptane (22031-52-3,39155-94-7,39155-95-8,83151-31-9) → (1RS,2SR)-cispentacin (57043-00-2,37910-65-9) + (+/-)-trans-2-amino-cyclopentane carboxylic acid (57043-01-3,37910-65-9)

Guidance literature:

cis-2-aza-3-oxobicyclo<3.2.0>heptane; With sodium ethanolate; In ethanol; for 12h; Heating;

With hydrogenchloride; for 24h; Heating;

DOI:10.1007/s007060200077

upstream raw materials:

2-carbamoylcyclopentanecarboxylic acid

cyclopent-1-enecarboxylic acid

(±)-cis-2-((tert-butoxycarbonyl)amino)cyclopentanecarboxylic acid

cis-2-aza-3-oxobicyclo<3.2.0>heptane

Downstream raw materials:

(1R,2S)-2-Amino-cyclopentanecarboxylic acid (3-chloro-phenyl)-amide

Refernces

• 1、 Forro, Eniko,Fueloep, Ferenc. "The first direct enzymatic hydrolysis of alicyclic β-amino esters: A route to enantiopure cis and trans β-amino acids". . p. 6397 - 6401. Retrieved 2008/02/13.
• 2、 Cimarelli,Palmieri,Volpini. "An improved synthesis of enantiopure β-amino acids". . p. 2943 - 2953. Retrieved 2007/10/03.