94451-17-9

Upstream product

• 91274-05-4 (2S,3S)-1,2-O-isopropylidene-1,2,3,4-tetrol 
• 98-88-4 benzoyl chloride 
• 84379-53-3 2-O-benzyl-3,4-O-isopropylidene-L-threitol 
• 58650-93-4 2,3-O-bis-methyl-5,6-O-isopropylidene-L-ascorbic acid 
• 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 
• 94451-15-7 4-O-benzoyl-2-O-benzyl-1,2-O-isopropylidene-L-threitol 

Downstream Products

• 94482-90-3 (S)-2-(2',2'-Dimethyl-1',3'-dioxolan-4'-yl)-2-oxoethylbenzoate 
• 129141-48-6 (2R,3S)-3,4-O-isopropylidene-2-methyl-1,2,3,4-butanetetrol 
• 129141-43-1 (2R,3S)-1-O-benzoyl-3,4-O-isopropylidene-2-methyl-1,2,3,4-butanetetrol 
• 129141-42-0 (2S,3S)-1-O-benzoyl-3,4-O-isopropylidene-2-methyl-1,2,3,4-butanetetrol 
• 129141-44-2 (2S,3S)-1-O-benzoyl-2-ethyl-3,4-O-isopropylidene-1,2,3,4-butanetetrol 
• 129141-44-2 (2R,3S)-1-O-benzoyl-2-ethyl-3,4-O-isopropylidene-1,2,3,4-butanetetrol 
• 145242-10-0 Toluene-4-sulfonic acid (S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-undecyl ester 
• 145242-11-1 Toluene-4-sulfonic acid (R)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-hexadecyl ester 
• 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 
• 146444-81-7 Benzoic acid (S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(toluene-4-sulfonyloxy)-ethyl ester 
• 410095-27-1 Benzoic acid (S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methanesulfonyloxy-ethyl ester 

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.

Diastereoselective Addition of Grignard Reagents to 3,4-O-Isopropylidene-1-O-triphenylmethyl-L-glycero-2-tetrulose and 1-O-Benzoyl-3,4-O-isopropylidene-L-glycero-2-tetrulose

Diastereoselectivity in the addition of Grignard reagents (RMgX) to 3,4-O-isopropylidene-1-O-triphenylmethyl-L-glycero-2-tetrulose (1) and 1-O-benzoyl-3,4-O-isopropylidene-L-glycero-2-tetrulose (2) depended remarkably on R, X, the solvent, and the reactio

CHIRAL α-HYDROXY- AND α,β-DIHYDROXY-ALDEHYDES FROM D-ISOASCORBIC AND L-ASCORBIC ACIDS. USEFUL PRECURSORS FOR THE SYNTHESIS OF FATTY ACID METABOLITES.

The four possible stereoisomers of α,β-dihydroxyaldehydes, useful building blocks for the synthesis of fatty acids metabolites, are synthesized via epoxy-tetrols derived from D-isoascorbic and L-ascorbic acids.The general method we develop allows the synthesis of chiral α-hydroxyaldehydes as well.