138948-80-8

Upstream product

• 944335-23-3 (2S)-4-[4-(benzyloxy)phenyl]-2-hydroxybutyl 4-methyl-1-benzenesulfonate 
• 944335-22-2 (2S)-4-[4-(benzyloxy)phenyl]butane-1,2-diol 
• 944335-21-1 (4S)-4-[4-(benzyloxy)phenethyl]-2,2-dimethyl-1,3-dioxolane 
• 944335-20-0 4-{2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}phenol 

Downstream Products

• 59092-94-3 (R)-rhododendrol 

Relevant academic research and scientific papers

Asymmetric synthesis of (R)-(-)-rhododendrol, the aglycone of the hepatoprotective agent rhododendrin

Starting from 2,3-O-isopropylidene-D-glyceraldehyde (3) as chiral material, (R)-(-)-rhododendrol 2, the aglycone of the naturally occurring rhododendrin 1 was synthesized. Copyright Taylor & Francis Group, LLC.

2-Aryl-2-[1-(2-hydroxypropyl)]-1,3-dithianes as versatile building blocks for the preparation of enantiomerically pure drugs

An efficient access to chiral, non racemic arylbutanols 1a-c (ee > 98%) as drug intermediates is described. Thioacetalization of substituted benzaldehydes 3a-c with 1,3-propanedithiol gave 2-aryl-1,3-dithianes 4a-c. Lithiation of 4a-c followed by reaction with racemic, (R)- or (S)-propylene oxide, respectively, gave racemic, (R)- or (S)-hydroxyalkyldithianes 5a-c in high yields. Subsequent desulfurization with tributyltin hydride (TBTH) resulted in almost quantitative formation of the arylbutanols 1a-c. Ketols 6 were obtained by hydrolysis of the hydroxyalkyldithianes 5a.