17137-55-2

Usage

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 
• 17401-06-8 (2S,3S)-1,4-bis(benzyloxy)-2,3-butanediol 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 68394-39-8 (2S,3S)-(-)-bis(dibenzyloxymethyl)-2,2-dimethyl-1,3-dioxolane 

Downstream Products

• 136522-38-8 C₁₈H₂₀N₆O₂ 
• 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 
• 191354-85-5 (2S,3S)-1,4-dibenzyloxy-2,3-bis(benzoylamino)butane 
• 1036322-95-8 C₁₈H₁₆N₆O₄ 
• 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 
• 109582-31-2 (2S,3S)-1,4-bis(phenylmethoxy)-2,3-diaminobutane 

Relevant academic research and scientific papers

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.

Synthesis of new chiral mixed cis-tetraheterodecalines by highly selective cyclization of N,N′-bisalkyl 2,3-diaminobutanediols

Chiral secondary vic-diamines of diaminobutanediols have been efficiently prepared from L-tartaric acid. Their selective cyclization led to cis-tetraheterodecalines having a (1S,6S)-2,7-diaza-4,9-dioxa[4.4.0]decane core system. Georg Thieme Verlag Stuttgart.

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).

Synthesis, structure and reactivity of an Evans-type bis(imide) derived from a C2-symmetric bis(oxazolidinone). A reluctant chiral auxiliary

This paper describes the enantiospecific synthesis of the C2-symmetric bis(oxazolidinone) 9 from (-)-1,4-di-O-benzyl-L-threitol (3). Compound 9 was intended for use as a bifunctional chiral auxiliary in asymmetric alkylation and aldol reactions. However, in the presence of strong non-nucleophilic bases the bis(imide) derivative 10 (the structure of which has been studied in detail by means of NMR spectroscopy, X-ray crystallography and computational methods) did not react with external electrophiles. This lack of reactivity has been interpreted on the basis of a conformational analysis of 10.

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.

Synthesis of chiral 2,3-disubstituted 1,4-diazabicyclo [2.2.2] octane. New ligand for the osmium-catalyzed asymmetric dihydroxylation of olefins

Chiral 2,3-disubstituted 1,4-diazabicyclo[2.2.2]octane (DABCO) derivatives have been synthesized and utilized as a chiral ligand for the osmium-catalyzed asymmetric dihydroxylation of olefins. Optically active diols in up to 41%ee are obtained in good yields.

Method for treating hypertension with 2,3-diamino-1,4-butanedithiol; 4,5-diamino-1,2-dithiane; and N-acyl and N-alkyl derivatives thereof

Disclosed are 2,3-diamino-1,4-butanedithiol; 4,5-diamino-1,2-dithiane; and their N-acyl and N-alkyl derivatives. Also disclosed are processes for preparing the disclosed compounds; pharmaceutical compositions comprising such compounds; and a method of tre