17137-55-2

Basic information

• Product Name: (2S,3S)-1,4-bis(benzyloxy)butane-2,3-diyl dimethanesulfonate
• CAS NO: 17137-55-2
• Molecular Formula: C₂₀H₂₆O₈S₂
• Molecular Weight: 458.5456
• Mol File: 17137-55-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 656.7°C at 760 mmHg
• Flash Point: 351°C
• Density: 1.309g/cm³
• Vapor Pressure: 2.15E-16mmHg at 25°C
• Refractive Index: 1.558
• CAS DataBase Reference: (2S,3S)-1,4-bis(benzyloxy)butane-2,3-diyl dimethanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-1,4-bis(benzyloxy)butane-2,3-diyl dimethanesulfonate(17137-55-2)
• EPA Substance Registry System: (2S,3S)-1,4-bis(benzyloxy)butane-2,3-diyl dimethanesulfonate(17137-55-2)

Safety Data

• Hazardous Substances Data: 17137-55-2(Hazardous Substances Data)

Usage

Description

(2S,3S)-1,4-bis(benzyloxy)butane-2,3-diyl dimethanesulfonate is a synthetic chemical compound that belongs to the class of sulfonate esters. It features a butane-2,3-diyl backbone with two benzyloxy groups attached and is linked to dimethanesulfonate groups. This unique chemical structure makes it a valuable reagent in organic synthesis and chemical reactions, particularly for forming carbon-carbon bonds.

Uses

Used in Pharmaceutical Industry:
(2S,3S)-1,4-bis(benzyloxy)butane-2,3-diyl dimethanesulfonate is used as a reagent in the synthesis of various pharmaceuticals. Its ability to form carbon-carbon bonds makes it instrumental in the production of complex organic molecules required for the development of new drugs.
Used in Fine Chemicals Production:
In the fine chemicals industry, (2S,3S)-1,4-bis(benzyloxy)butane-2,3-diyl dimethanesulfonate is utilized for the synthesis of specialty chemicals. Its role in creating carbon-carbon bonds is crucial for the production of high-quality and high-purity compounds used in various applications, such as fragrances, dyes, and other specialty products.

Upstream product

• 136380-18-2 [2S-(R*,R*)]-(-)-1,4-bis(phenylmethoxy)-2,3-butanediol 
• 124-63-0 methanesulfonyl chloride 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 68394-39-8 (2S,3S)-(-)-bis(dibenzyloxymethyl)-2,2-dimethyl-1,3-dioxolane 
• 17401-06-8 (2S,3S)-1,4-bis(benzyloxy)-2,3-butanediol 

Downstream Products

• 109582-31-2 (2S,3S)-1,4-bis(phenylmethoxy)-2,3-diaminobutane 
• 139951-78-3 (5S,6S)-5,6-Bis-benzyloxymethyl-piperazine-2,3-dione 
• 139951-80-7 (2S,3S)-2,3-Bis-benzyloxymethyl-1,4-diaza-bicyclo[2.2.2]octane 
• 139951-79-4 (2S,3S)-2,3-Bis-benzyloxymethyl-piperazine 
• 136597-79-0 (2R,3R)-1,4-bis(benzyloxy)butane-2,3-diamine 
• 285979-95-5 (2S,3S)-2,3-di(methanesulfonyloxy)-1,4-di(N,N'-dibenzylaminocarbonyloxy)butane 
• 133268-20-9 D-2,3-diazido-1,4-dibenzoylbutane 
• 136522-38-8 C₁₈H₂₀N₆O₂ 
• 191354-85-5 (2S,3S)-1,4-dibenzyloxy-2,3-bis(benzoylamino)butane 
• 1036322-95-8 C₁₈H₁₆N₆O₄ 

Relevant articles and documents

Facile synthesis and unusual methanesulfonylation reaction of (2R,3R)-1,4-dimethoxy-1,1,4,4-tetrasubstituted-2,3-butanediols

A facile method for the synthesis of (2R,3R)-1,4-dimethoxy-1,1,4,4- tetrasubstituted-2,3-butanediols involving oxidative cleavage of benzylidene acetal as a key step is described. These sterically hindered diols unusually formed cyclic sulfites as the major product under methanesulfonylation reaction conditions. Copyright Taylor & Francis Group, LLC.

New supramolecular host systems, 11. The stereoisomeric diaminobutanediol and dioxadiazadecalin systems: Synthesis, structure, stereoelectronics, and conformation - Theory vs. experiment

We present new approaches to the (C2) chiral and meso 1,4-diamino-2,3- butanediol (1) and 2,3-diamino-1,4-butanediol (2) and derivatives. Reactions of these compounds with aldehydes to form the novel 1,5-dioxa-3,7- diazadecalin (DODAD) and 1,5-diaza-3,7-dioxadecalin (DADOD) classes of compounds (7, 9, 11-15) are also reported. These reactions are diastereospecific, i e, erythro (meso) or threo starting compounds lead to trans or cis products, respectively. The structural, conformational, and stereoelectronic aspects of these systems were probed experimentally and computationally and provided excellent insight into their properties and behaviour. Good agreement was observed between X-ray, NMR, and calculated results of the N,N'-dibenzyl derivatives of trans-DODAD (14) and trans-DADOD (15).

Efficient synthesis of (2R,3R)- and (2S,3S)-2,3-diaminobutane-1,4-diol and their dibenzyl ethers

(2R,3R)-2,3-Diaminobutane-1,4-diol 6 and its dibenzyl ether 7 were efficiently synthesized starting from L-tartaric acid 1a. The crucial step, debenzylation of intermediate dibenzyloxydiazide 4, was accomplished in good yield by boron trichloride-dimethyl sulfide complex. The enantiomeric series was similarly obtained starting from D-tartaric acid.