136258-94-1

Upstream product

• 108-24-7 acetic anhydride 
• 131484-41-8 erythro-(2R,3S)-4-(tert-butyldimethylsiloxy)-2,3-epoxy-1-butanol 
• 136258-92-9 (2S,3R)-4-Acetoxy-2,3-epoxybutan-1-ol 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 145050-12-0 (2R,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxybutyl tosylate 
• 145050-14-2 (2S,3R)-1-tert-Butyldiphenylsilyloxy-2,3-epoxytetradecane 
• 145050-13-1 (2S,3R)-1-tert-Butyldiphenylsilyloxy-2,3-epoxy-8-methylnonane 
• 131484-41-8 erythro-(2R,3S)-4-(tert-butyldimethylsiloxy)-2,3-epoxy-1-butanol 
• 145050-11-9 (2R,3S)-1-(3',5'-Dinitrobenzoyloxy)-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane 

Relevant academic research and scientific papers

Pheromone synthesis; CXXXIX. Enzymatic preparation of (2S,3R)-4-acetoxy-2,3-epoxybutan-1-ol and its conversion to the epoxy pheromones of the gypsy moth and the ruby tiger moth

Pig pancreatic lipase-catalyzed asymmetric hydrolysis of 1,4-diacetoxy-cis-2,3-epoxybutane yielded (2S,3R)-4-acetoxy-2,3-epoxybutan-1-ol, which was converted to two naturally occurring epoxides: the gypsy moth pheromone, disparlure [(7R,8S)-7,8-epoxy-2-methyloctadecane] and the ruby tiger moth pheromone [(6Z,9S,10R)-9,10-epoxy-6-henicosene].

Synthesis of optically pure cis epoxyalcohols via an enzymatic route; an alternative to the sharpless asymmetric epoxidation

Optically pure (2S, 3R)-4-butyryloxy-2,3-epoxybutan-1-ol 2b and (2R, 3S)-4-tert-butyldiphenylsilyloxy-2,3-epoxybutan-1-ol 5, starting materials for the synthesis of enantiomeric epoxyalcohols 3 and 4, were obtained after enzymatic hydrolysis of meso cis-2,3-epoxybutane-1,4-diol diesters 1b.