1309595-59-2

Upstream product

• 5470-84-8 4-benzyloxybutanal 
• 112482-35-6 1-(benzyloxy)-4,5-epoxypentane 
• 127793-67-3 (R)‐7‐(benzyloxy)hept‐1‐en‐4‐ol 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 1309595-60-5 (R)-6-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)hexanal 
• 1309595-61-6 (3R,4S,6R)-9-(benzyloxy)-6-((tert-butyldimethylsilyl)oxy)-3-methylnon-1-en-4-ol 
• 1309595-62-7 (3R,4S,6R)-9-(benzyloxy)-4,6-bis((tert-butyldimethylsilyl)oxy)-3-methylnon-1-ene 
• 1309595-63-8 (2R,3S,5R)-8-(benzyloxy)-3,5-bis((tert-butyldimethylsilyl)oxy)-2-methyloctanal 
• 1332361-75-7 C₃₁H₅₈O₄Si₂ 

Relevant academic research and scientific papers

A practical synthesis of C14-C26 fragment of anticancer drug, eribulin mesylate Dedicated to Dr. M. Lakshmi Kantam on her 60th birthday

High yielding synthesis of C14-C26 fragment of eribulin is achieved from commercially available R-(+)-citronellol and 1,4-butane diol utilizing the chirality of citronellol 'methyl' centre as C25, organocatalytic epoxidation to install C23 chirality and Sharpless asymmetric dihydroxylation to install chirality at C20 and C17.

Highly demanding cross-metathesis in the synthesis of the C16-C30 fragment of dolabelide C

A highly demanding cross-metathesis (CM) reaction for the formation of the C24-C25 trisubstituted olefin of dolabelide C has been optimized. A difference in reactivity between the E and Z enone isomers in this reaction was uncovered, and the selection of the Z isomer of the starting enone was critical for the success of the cross-metathesis. Application to the synthesis of the C16-C30 fragment of dolabelide C is reported.