410095-27-1

Upstream product

• 94451-17-9 (2S,4'S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-hydroxyethyl benzoate 
• 124-63-0 methanesulfonyl chloride 
• 15042-01-0 5,6-O-isopropylidene-L-ascorbic acid 
• 92973-40-5 methyl (2R,3S)-3,4-O-isopropylidene-2,3,4-trihydroxybutanoate 
• 92973-39-2 O³,O⁴-(1-methylethylidene)-L-threonic acid 
• 98-88-4 benzoyl chloride 
• 91274-05-4 (2S,3S)-1,2-O-isopropylidene-1,2,3,4-tetrol 

Downstream Products

• 410095-16-8 (R)-5-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-3-yn-1-ol 
• 74134-78-4 (2S,3R)-3,4-epoxy-1,2-O-isopropylidenebutane-1,2-diol 

Relevant academic research and scientific papers

An improved synthesis of the C15-C28 fragment of laulimalide

The C15-C28 fragment of the paclitaxel-like antimicrotubule agent laulimalide has been synthesized in 12 linear steps from known epoxide 5, with an overall yield of 16%. The methyldihydropyran ring of the side chain was efficiently prepared using ring-closing olefin metathesis chemistry. The 19,20-diol stereochemistry originates in starting material 7 and the side chain was appended using a Kocienski-modified Julia coupling.