Cyclopentanone, 2-hydroxy-, (2S)-

Base Information

• Chemical Name: Cyclopentanone, 2-hydroxy-, (2S)-
• CAS No.: 147333-12-8
• Molecular Formula: C5H8O2
• Molecular Weight: 100.117
• Mol file: 147333-12-8.mol

Synonyms:

Chemical Property of Cyclopentanone, 2-hydroxy-, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopentanone, 2-hydroxy-, (2S)-

There total 13 articles about Cyclopentanone, 2-hydroxy-, (2S)- 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: 94.2%

cis-1,2-cyclopentanediol (5057-98-7,86703-52-8) → (2S)-2-hydroxycyclopentan-1-one (147333-12-8,473-84-7)

Guidance literature:

With oxygen; potassium carbonate; In water; at 120 ℃; for 72h; under 1551.49 Torr; enantioselective reaction;

DOI:10.1021/jacs.6b12113

Reference yield: 47.0%

trans-cyclopentane-1,2-diol (5057-99-8,86703-52-8) → (1R,2R)-cyclopentane-1,2-diol (930-46-1,86703-52-8) + (S,S)-cyclopentane-1,2-diol (63261-45-0,86703-52-8) + (2S)-2-hydroxycyclopentan-1-one (147333-12-8,473-84-7)

Guidance literature:

With oxygen; potassium carbonate; In water; at 60 ℃; for 168h; under 760.051 Torr; enantioselective reaction;

DOI:10.1021/jacs.6b12113

Reference yield: 45.0%

2-acetoxycyclopentanone (52789-75-0) → (R)-2-hydroxycyclopentanone (99493-88-6,473-84-7) + (2S)-2-hydroxycyclopentan-1-one (147333-12-8,473-84-7) + (S)-(+)-2-acetoxycyclopentanone

Guidance literature:

With Amano PS Lipase; In water; Petroleum ether; benzene; at 25 ℃; for 22h; pH=6.5; Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(02)00366-X

upstream raw materials:

cis-1,2-cyclopentanediol

2-hydroxycyclopentanone

trans-cyclopentane-1,2-diol

2-acetoxycyclopentanone

Downstream raw materials:

cis-1,2-cyclopentanediol

(S,S)-cyclopentane-1,2-diol

Refernces

• 1、 Zhang, Yan,Yao, Peiyuan,Cui, Yunfeng,Wu, Qiaqing,Zhu, Dunming. "One-Pot Enzymatic Synthesis of Cyclic Vicinal Diols from Aliphatic Dialdehydes via Intramolecular C?C Bond Formation and Carbonyl Reduction Using Pyruvate Decarboxylases and Alcohol Dehydrogenases". . p. 4191 - 4196. Retrieved 2018/09/25.
• 2、 Easwar, Srinivasan,Desai, Shrivallabh B.,Argade, Narshinha P.,Ganesh, Krishna N.. "Enantioselective enzymatic approach to (+)- and (-)-2-acetoxy/hydroxycyclopentanones". . p. 1367 - 1371. Retrieved 2007/10/03.