253185-01-2

Upstream product

• 79271-56-0 triethylsilyl trifluoromethyl sulfonate 
• 111322-01-1 (R)-1-benzyloxy-hex-5-en-3-ol 
• 19790-60-4 3-Benzyloxypropanal 
• 4799-68-2 3-benzyloxypropan-1-ol 
• 100-39-0 benzyl bromide 

Downstream Products

• 199857-48-2 (3S,5S,9S,11S)-1-benzyloxy-5-(t-butyldimethylsiloxy)-9-hydroxy-13-[1-(triisopropylsiloxy)-prop-2-(R)-yl]-3,11-bis(triethylsiloxy)-tetradec-13-en-7-one 
• 862379-33-7 (2S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-2-((R)-3-methyl-2-methylene-4-triisopropylsilanyloxy-butyl)-1,7-dioxa-spiro[5.5]undecan-4-one 
• 199857-50-6 (2S,4S,6R,8S,10S)-8-(2-benzyloxyethyl)-10-(t-butyldimethylsiloxy)-4-methyl-2-{2-[1-(triisopropylsiloxy)-prop-2-(R)-yl]-allyl}-1,7-dioxaspiro[5.5]undecan-4-ol 
• 199857-49-3 (2S,4S,6R,8S,10S)-8-(2-benzyloxyethyl)-10-(t-butyldimethylsiloxy)-2-{2-[1-(triisopropylsiloxy)-prop-2-(R)-yl]-allyl}-1,7-dioxaspiro[5.5]undecan-4-ol 
• 185409-71-6 (4S,6S)-8-benzyloxy-4-hydroxy-6-(triethylsiloxy)-2-octanone 
• 185409-77-2 C₄₇H₈₃BO₄Si₂ 
• 185409-75-0 (4S,6S)-8-benzyloxy-4-(tert-butyldimethylsiloxy)-6-(triethylsiloxy)-2-octanone 
• 185409-68-1 (S)-5-benzyloxy-3-(triethylsiloxy)pentanal 

Relevant academic research and scientific papers

Synthesis of the Acyclic Carbon Skeleton of Filipin III

The synthesis of the carbon skeleton of filipin III, a polyenic macrolactone possessing 11 stereogenic centers, was achieved using a convergent strategy with the longest linear sequence of 19 steps starting from hexanal. Construction of the polyene was re

The stereocontrolled total synthesis of altohyrtin A/spongistatin 1: The AB-spiroacetal segment

The convergent synthesis of the C1-C15 AB-spiroacetal subunit 2 of altohyrtin A/spongistatin 1 (1) is described. This highly stereocontrolled synthesis relies on matched boron aldol reactions of chiral methyl ketones, under Ipc2BCl mediation, t

Synthetic spiroketal pyranes as potent anti-cancer agents

Novel tubulin binding compounds (SPIKETS) having potent tubulin depolymerization activity and inhibitory activity against tubulin polymerization. The compounds are effective agents for inhibiting cellular proliferation, for example, in cancer cells. The compounds are adapted to interact favorably with a novel SP binding pocket on tubulin, which pocket is useful for screening of anti-tubulin, anti-proliferation, and anti-cancer drugs.

Studies in marine macrolide synthesis: Stereocontrolled synthesis of the AB-spiroacetal subunit of spongistatin 1 (altohyrtin A)

The C1-C13 subunit 2, containing the AB-spiroacetal ring system of spongistatin 1 (1), was prepared in 11 steps with 90% ds from 3-benzyloxypropanal. Key steps include (i) the aldol reaction between 4 and 11 using (-)-Ipc2