139165-54-1

Basic information

• Product Name: 1,4-DICHLOROBUTANE-2S-3S-DIOL
• Synonyms: 1,4-DICHLOROBUTANE-2S-3S-DIOL;(2S,3S)-1,4-Dichloro-2,3-butanediol
• CAS NO: 139165-54-1
• Molecular Formula: C₄H₈Cl₂O₂
• Molecular Weight: 159.01
• Product Categories: Chiral Reagents
• Mol File: 139165-54-1.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• CAS DataBase Reference: 1,4-DICHLOROBUTANE-2S-3S-DIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-DICHLOROBUTANE-2S-3S-DIOL(139165-54-1)
• EPA Substance Registry System: 1,4-DICHLOROBUTANE-2S-3S-DIOL(139165-54-1)

Safety Data

• Hazardous Substances Data: 139165-54-1(Hazardous Substances Data)

Usage

Chemical Properties

Brown Solid

Uses

1,4-Dichlorobutane-2S-3S-diol (cas# 139165-54-1) is a compound useful in organic synthesis.

Upstream product

• 1464-53-5 rac-1,2,3,4-diepoxybutane 
• 73346-74-4 (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol 
• 110-57-6 trans-1,4-dichlorobut-2-ene 
• 564-00-1 (R,R)-butane-1,2:3,4-bisoxide 

Downstream Products

• 107-20-0 2-chloroethanal 
• 190850-76-1 1,4-dichlorobutane-(2S,3S)-diol sulfate 
• 564-00-1 (R,R)-butane-1,2:3,4-bisoxide 

Relevant articles and documents

Asymmetric Dihydroxylation of Primary Allylic Halides and a Concise Synthesis of (-)-Diepoxybutane

The asymmetric dihydroxylation (AD) of primary allylic halides is described.Enantiomeric excesses range from 40 to 98percent.Subsequent base treatment gives epoxy alcohols in high yields.This strategy is further illustrated by the synthesis of (-)-diepoxybutane, an important C4-chiral building block.

Catalytic Asymmetric Dihydroxylation of Aliphatic Olefins with Reusable Resin-Osmium Tetroxide

Asymmetric dihydroxylation of aliphatic olefins to chiral diols with good yields and ees by a heterogeneous Resin-OsO4 catalyst using ferricyanide as cooxidant is disclosed for the first time. The catalyst was recovered quantitatively by simple filtration and reused for several times without significant loss of activity.

Synthesis of a chiral aziridine derivative as a versatile intermediate for HIV protease inhibitors.

[reaction: see text] Chiral aziridine derivative 1 was prepared from D-tartaric acid. This compound could be utilized as a common intermediate for the synthesis of hydroxyethylamine class HIV protease inhibitors such as saquinavir, amprenavir, or nelfinavir.