266682-63-7

Upstream product

• 100-39-0 benzyl bromide 
• 63700-03-8 (+/-)-(3aS,4R,8S,8aS)-2,2-dimethylhexahydrothiepino[4,5-d][1,3]dioxole-4,8-diol 

Downstream Products

• 347837-92-7 (-)-1,6-dideoxy-2,5-di-O-benzyl-3,4-dihydroxy-1,6-thia-D-mannitol 
• 266682-69-3 (3aR,4R,7R,7aR)-3a,4,7,7a-tetrahydro-2,2-dimethyl-4,7-bis(phenylmethoxy)-1,3-benzodioxole 
• 347837-93-8 (-)-1,6-dideoxy-2,5-di-O-benzyl-3,4-di-O-mesyl-1,6-thia-D-mannitol 
• 347837-95-0 (-)-(3S,4R,5R,6S)-4,5-diazido-3,6-di-O-benzylthiepane-S,S-oxide 
• 347837-94-9 (-)-(3S,4R,5R,6S)-4,5-diazido-3,6-di-O-benzylthiepane 
• 347837-96-1 (-)-(1R,2R,3R,4R)-2,3-diazido-1,4-di-O-benzylcyclohex-5-ene 
• 347837-97-2 (-)-(1R,2R,3R,4R)-2,3-diamino-1,4-di-O-benzylcyclohex-5-ene 
• 266682-66-0 (-)-1,6-dideoxy-2,5-di-O-benzyl-3,4-O-isopropylidene-1,6-thio-D-mannitol-S,S-dioxide 

Relevant academic research and scientific papers

Catalytic and enantioselective bromoetherification of olefinic 1,3-diols: Mechanistic insight

How can high enantioselectivity be achieved when the racemic background reaction proceeds at a rate comparable to that of the catalytic asymmetric reaction? We attempted to rationalize this counterintuitive observation by studying the effect of (1) catalyst structure, (2) temperature and addition sequence of components, (3) catalyst loading, and (4) Br?nsted acid additives. In the course of our investigation, it was found that increasing the amount of catalyst used led to inhibition of the stoichiometric reaction. Olefinic 1,3-diol 1, 5 mol % of catalyst 3a, 1 equiv of MsOH, and NBS were added at low temperature in a specific sequence to provide the best performance for the enantioselective bromoetherification.

Synthesis and glycosidase inhibition of new enantiopure 2,3-diamino conduritols

A new 2,3-diamino conduritol, isoster of conduritol F, was obtained starting from d-sorbitol. In the synthetic sequence an unprecedented transannular cyclization led, as a side product, to a bicyclic compound bearing a cyclopropyl ring. The synthesis of t

A general procedure to enantiopure conduritols: Sulfur-mediated synthesis of (+)-conduritol B and (-)-conduritol F derivatives and of (-)- conduritol E and F

We have demonstrated the generality of a simple procedure, synthesizing enantiomerically pure (+)-conduritol B and (-)conduritol F derivatives, starting from D-mannitol and D-sorbitol, respectively. This method, slightly modified, can also be applied to the synthesis of unprotected conduritols: (- )-conduritol E and (-)-conduritol F were obtained. (C) 2000 Elsevier Science Ltd.