(2R/3R)/(2S,3S)-2,3-epoxy-butanol

Base Information

• Chemical Name: (2R/3R)/(2S,3S)-2,3-epoxy-butanol
• CAS No.: 55058-23-6
• Molecular Formula: C₄H₈O₂
• Molecular Weight: 88.1063
• Mol file: 55058-23-6.mol

Synonyms:(2R/3R)/(2S,3S)-2,3-epoxy-butanol

Chemical Property of (2R/3R)/(2S,3S)-2,3-epoxy-butanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2R/3R)/(2S,3S)-2,3-epoxy-butanol

There total 7 articles about (2R/3R)/(2S,3S)-2,3-epoxy-butanol 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: 84.0%

(E/Z)-2-buten-1-ol (6117-91-5,542-72-3) → (2R/3R)/(2S,3S)-2,3-epoxy-butanol (55058-23-6,26097-34-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1002/chem.201405317

Reference yield: 78.0%

(E)-but-2-enol (504-61-0,542-72-3) → (2R/3R)/(2S,3S)-2,3-epoxy-butanol (55058-23-6,26097-34-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 2h; diastereoselective reaction; Inert atmosphere;

DOI:10.1246/bcsj.20180292

Reference yield: 66.0%

Phenylselenyl chloride (5707-04-0) + (E/Z)-2-buten-1-ol (6117-91-5,542-72-3) → (2R/3R)/(2S,3S)-2,3-epoxy-butanol (55058-23-6,26097-34-7)

Guidance literature:

Phenylselenyl chloride; (E/Z)-2-buten-1-ol; With water; In acetonitrile; at 20 ℃; for 24h;

With potassium hydroxide; 3-chloro-benzenecarboperoxoic acid; In isopropyl alcohol; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2004.05.084

upstream raw materials:

(E)-but-2-enol

(E/Z)-2-buten-1-ol

Phenylselenyl chloride

methanol

Downstream raw materials:

2-hydroxymethyl-butane-1,3-diol

(2R,3S)-threo-3-methylbutane-1,2,4-triol

tert-Butyl-((2S,3S)-3-methyl-oxiranylmethoxy)-diphenyl-silane

trans-2-(p-Toluenesulfonyloxymethyl)-3-methyloxirane

Refernces

• 1、 Xu, Ming-Hui,Tu, Yong-Qiang,Tian, Jin-Miao,Zhang, Fu-Min,Wang, Shao-Hua,Zhang, Shi-Heng,Zhang, Xiao-Ming. "Asymmetric epoxidation of α,β-unsaturated aldehydes catalyzed by a spiro-pyrrolidine-derived organocatalyst". supporting information. p. 294 - 300. Retrieved 2017/03/01.
• 2、 Liu, Peng,Wang, Changhao,Li, Can. "Epoxidation of allylic alcohols on self-assembled polyoxometalates hosted in layered double hydroxides with aqueous H2O2 as oxidant". scheme or table. p. 159 - 168. Retrieved 2009/06/17.