186502-01-2

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 186502-14-7 (S)-4-Benzyl-3-[2-(3-benzyl-3H-imidazol-4-yl)-acetyl]-oxazolidin-2-one 
• 784182-26-9 1-benzyl-5-chloromethyl-1H-imidazole 
• 80304-50-3 1-benzyl-5-hydroxymethylimidazole 
• 1256643-67-0 2-(1-benzyl-1H-imidazol-5-yl)acetonitrile 
• 186502-12-5 (3-benzyl-3H-imidazol-4-yl)-acetic acid 

Downstream Products

• 186502-18-1 (1S,2R)-1-(3-Benzyl-3H-imidazol-4-yl)-1-(tert-butyl-dimethyl-silanyloxy)-3-methoxymethoxy-propan-2-ol 
• 186502-24-9 (1S,2S)-1-(3-Benzyl-3H-imidazol-4-yl)-1-(tert-butyl-dimethyl-silanyloxy)-3-methoxymethoxy-propan-2-ol 

Relevant academic research and scientific papers

A versatile, enantioselective, stereocontrolled synthesis of (1S,2R)-imidazoleglycerol

An efficient (21% overall yield), enantio- and diastereoselective, 11-step synthesis of (1S,2R)-imidazoleglycerol has been developed. The key steps are the stereoselective hydroxylation of an acyloxazolidinone enolate, the alkylation of a thioester with (MOMOCH2)2CuLi and the stereodivergent reduction of the resulting ketone. The scope of the reaction of the enolate derived from 10 with heteroatom electrophiles has been studied.