261775-40-0

Upstream product

• 1026249-12-6 (E)-6-Benzyloxy-3-hydroxy-4-methyl-hex-4-enoic acid ethyl ester 
• 101376-74-3 (E)-4-(benzyloxy)-2-methylbut-2-enal 
• 261775-38-6 6-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-en-3-ol 
• 261775-37-5 (S)-1-((2S,3S)-3-Benzyloxymethyl-2-methyl-oxiranyl)-3-(tert-butyl-diphenyl-silanyloxy)-propan-1-ol 

Downstream Products

• 261775-46-6 (4R,5R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxane-4-carbaldehyde 
• 261775-44-4 {(4R,5R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-methanol 
• 261775-48-8 (S)-{(4R,5R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-phenyl-methanol 
• 261775-42-2 [2-((4S,5R,6R)-6-Benzyloxymethyl-2,2,5-trimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane 

Relevant academic research and scientific papers

Diastereoselective opening of trisubstituted epoxy alcohols: Application in the studies directed toward the synthesis of octenoic acid moiety of cryptophycins

Stereoselective synthesis of the 5,7-acetonide of (2E,5S,6R,7R,8S)-5,7,8-trihydroxy-6-methyl-8-phenyl-2-octenoic acid ethyl ester (3), an isomer of 2, precursor of the epoxy octenoic acid moiety 1 present in depsipeptide cryptophycins is achieved where diastereoselective opening of an intermediate trisubstituted epoxy alcohol 4 based on a radical-mediated method developed by us earlier furnishes the crucial '2-methyl-1,3-diol' moiety of the C5-C7 segment of the molecule. The protocol also allows the synthesis of some of the other 16 diasteromers of this hydroxy acid having 4 chiral centres which can find useful applications in the structure-activity relationship (SAR) studies of these potent antitumor agents.