220465-72-5

Upstream product

• 220465-76-9 (2S,4S)-4-Benzyloxy-1-trityloxy-hept-6-en-2-ol 
• 74-88-4 methyl iodide 
• 87318-97-6 (2S)-1-[(4S)-2,2-dimethyl[1,3]dioxolan-4-yl]pent-4-en-2-ol 
• 100-39-0 benzyl bromide 
• 220465-71-4 (2S,4S)-4-(benzyloxy)-6-heptene-1,2-diol 
• 220465-75-8 (S)-4-((S)-2-Benzyloxy-pent-4-enyl)-2,2-dimethyl-[1,3]dioxolane 

Relevant academic research and scientific papers

Studies on the stereochemistry of theonezolides A-C1: Elucidation of the relative configurations of 1,3-diol moieties of the C-4 ～ C-17 fragment

Four model compounds having syn and anti 1,3-diol type moieties corresponding to C-8/C-10 and C-14/C-16 positions contained in the C-4 ～ C-17 fragment of theonezolides A-C were prepared. Comparison of their spectral data suggested that the 1,3-diol at C-8/C-10 and the OH/OMe groups at C-14/C-16 positions of theonezolides A-C were both syn.

Studies on stereochemistry of theonezolides a ~ C1: Determination of absolute stereochemistry of the C-4 ~ C-17 fragment

The absolute stereochemistry of the C-4 ~ C-17 fragment of theonezolides A ~ C (1 ~ 3) was established as 8S, 10R, 14S, 16S on the basis of synthesis of the two diastereomers (4a and 4b) suggested from model studies and comparison of their spectral and optical data with those of natural specimen (4) obtained from ozonolysis of 1 ~ 3.