686718-83-2

Upstream product

• 176900-63-3 (2S,4R)-5-{[tert-butyl(diphenyl)silyl]oxy}-2,4-dimethylpentyl acetate 
• 90270-02-3 (2R,4S)-1-hydroxy-2,4-dimethylpentyl acetate 
• 2121-69-9 (2R,4S)-2,4-dimethylpentane-1,5-diol 
• 129032-45-7 (2R,4S)-2,4-dimethyl-1-<(tert-butyldiphenylsilyl)oxy>hex-5-ene 
• 778640-59-8 Methanesulfonic acid (2S,4R)-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pentyl ester 

Downstream Products

• 686718-85-4 (E)-(3R,7S,9R)-10-(tert-butyldiphenylsiloxy)-3,5,7,9-tetramethyl-4-decene 
• 273738-38-8 Toluene-4-sulfonic acid (E)-(2S,6S,8R)-9-(tert-butyl-diphenyl-silanyloxy)-2,4,6,8-tetramethyl-non-3-enyl ester 
• 273738-52-6 (E)-(2S,6S,8R)-9-(tert-butyldiphenylsiloxy)-2,4,6,8-tetramethyl-3-nonen-1-ol 
• 778640-54-3 (2S,3E,6S,8R)-1-(benzyloxy)-9-(tert-butyldiphenylsiloxy)-2,4,6,8-tetramethylnon-3-ene 

Relevant academic research and scientific papers

Enantioselective total synthesis of (+)-scyphostatin, a potent and specific inhibitor of neutral sphingomyelinase

The total synthesis of (+)-scyphostatin, a specific and potent neutral sphingomyelinase inhibitor from a microorganism, was accomplished for the first time starting from D-arabinose and both enantiomers of methyl 3-hydroxy-2-methylpropionate. The method i

Total synthesis of (+)-scyphostatin, a potent and specific inhibitor of neutral sphingomyelinase

The five crucial steps in the first total synthesis of (+)-scyphostatin from D-arabinose involve (see picture): a) stereoselective aldol coupling to form a quaternary stereocenter, b) ring-closing metathesis (RCM) to construct the cyclohexene ring, c) Neg

An improved synthesis of the scyphostatin side-chain

A formal synthesis of the lipophilic side-chain of scyphostatin has been achieved using a convergent synthesis, in 16% yield over six steps. This synthesis involves enzymatic desymmetrisation of a meso-diol, resolution of 2-methylbutan-1-ol, stereoselective hydrozirconation of a volatile acetylene and a Negishi-style cross coupling.