(1R,2R)-2-sulfanylcyclopentanol

Base Information

• Chemical Name: (1R,2R)-2-sulfanylcyclopentanol
• CAS No.: 5449-08-1
• Molecular Formula: C₅H₁₀OS
• Molecular Weight: 118.2
• Mol file: 5449-08-1.mol

Synonyms:

Chemical Property of (1R,2R)-2-sulfanylcyclopentanol

Chemical Property:

• Vapor Pressure: 0.0712mmHg at 25°C
• Boiling Point: 202.5°Cat760mmHg
• Flash Point: 76.3°C
• Density: 1.11g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1R,2R)-2-sulfanylcyclopentanol

There total 14 articles about (1R,2R)-2-sulfanylcyclopentanol 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: 83.0%

S-((1R,2R)-2-hydroxycyclopentyl) benzothioate → trans-2-Mercapto-cyclopentanol (5449-08-1,5457-57-8,89211-25-6)

Guidance literature:

With hydrazine hydrate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/ja510069w

Reference yield: 30.0%

Cyclopentene oxide (285-67-6) → trans-2-mercaptocyclopentan-1-ol (5449-08-1) + bis(2-hydroxycyclopentyl)sulfide (5445-02-3,87508-69-8,87508-70-1) + bis(2-hydroxycyclopentyl)disulfide (854412-13-8)

Guidance literature:

With hydrogen sulfide;

DOI:10.1021/jo00173a047

Reference yield:

trans-(5-hydroxycyclopentan-1-yl) ethanethioate → trans-2-mercaptocyclopentan-1-ol (5449-08-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;

upstream raw materials:

(1S,5R)-6-Oxa-bicyclo[3.1.0]hexane

Cyclopentene oxide

(+/-)-thiobenzoic acid S-(trans-2-hydroxy-cyclopentyl ester)

cyclopentene

Downstream raw materials:

(+/-)-trans-2-(2,4-dinitro-phenylsulfanyl)-cyclopentanol

Refernces

• 1、 Monaco, Mattia Riccardo,Prvost, Sbastien,List, Benjamin. "Catalytic asymmetric synthesis of thiols". supporting information. p. 16982 - 16985. Retrieved 2015/02/18.
• 2、 Bean, Mary,Kohn, Harold. "Studies on the Reaction of Mitomycin C with Potassium Ethyl Monothiocarbonate under Reductive Conditions". . p. 5033 - 5041. Retrieved 2007/10/02.