142204-60-2

Upstream product

• 89321-71-1 (2S,3S)-3-propyl-2-oxiranemethanol 
• 65-85-0 benzoic acid 

Downstream Products

• 887502-18-3 (2S,3R)-2,3-bis(benzyloxy)hexan-1-ol 
• 887502-21-8 C₂₇H₃₆O₃ 
• 887502-30-9 (2S,3R)-3-benzyloxy-2-methoxy-hexan-1-ol 
• 887502-33-2 (2R,3R)-3-benzyloxy-2-methoxy-hexan-1-ol 
• 887502-34-3 (2R,3R)-3-benzyloxy-2-(4-methoxy-benzyloxy)-hexan-1-ol 
• 887502-35-4 (2E,4R)-4-benzyloxy-hept-2-enoic acid methyl ester 
• 887502-36-5 (2E,4R)-4-benzyloxy-hept-2-en-1-ol 
• 887502-37-6 C₁₄H₂₀O₃ 

Relevant academic research and scientific papers

First stereoselective total synthesis and anticancer activity of new amide alkaloids of roots of pepper

The first stereoselective total synthesis of new natural amide alkaloids 1-3 have been achieved from commercially available starting materials. Wittig olefination, Sharpless asymmetric dihydroxylation, epoxidation, a trans regioselective opening of 2,3-epoxy alcohol, Horner-Wadsworth-Emmons (HWE) olefination and amide coupling are the key steps. The amide alkaloids 1-3 are evaluated for their anticancer activity against colon (HT-29), breast (MCF-7) and lung (A-549) human cancer cell lines for the first time.

A New Approach to the Synthesis of Chiral Vinyl Carbinols from 2,3-Epoxy Alcohols

The regioselective opening with benzoic acid of 2,3-epoxy alcohols obtained from the asymmetric epoxidation of 2,3-allylic alcohols, and deoxygenation of the resulting diol benzoates provides an effective, general and simple method to convert chiral 2,3-epoxy alcohols, into vinyl carbinols without the loss of any optical purity.