860437-69-0

Upstream product

• 3587-60-8 Benzyloxymethyl chloride 
• 98525-68-9 ethyl 2-(2-(but-3-en-1-yl)-1,3-dioxolan-2-yl)acetate 
• 17605-06-0 ethyl 3-oxohept-6-enoate 
• 1415310-21-2 (S)-5-(tert-butyldiphenylsilyloxy)-1-((R)-p-tolylsulfinyl)pentan-2-ol 
• 591-80-0 pent-4-enoic acid 
• 1415310-20-1 (R)-5-(tert-butyldiphenylsilyloxy)-1-(p-tolylsulfinyl)pentan-2-one 
• 1415310-48-3 (4S,5S)-2-bromo-8-(tert-butyldiphenylsilyloxy)oct-1-ene-4,5-diol 
• 1415310-45-0 (S)-5-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)pentanal 
• 1415310-42-7 tert-butyl((S)-4-(4-methoxybenzyloxy)-5-((R)-p-tolylsulfinyl)pentyloxy)diphenylsilane 
• 1415310-30-3 (4S,6S)-6-(but-3-enyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxane-4-carboxamide 
• 1415310-27-8 C₁₁H₁₈O₃ 
• 1415310-84-7 C₁₈H₂₆O₃S 
• 1415310-24-5 C₁₅H₂₂O₃S 
• 1415310-81-4 (2S)-2-hydroxy-1((R)-p-tolylsulfinyl)-oct-7-en-4-one 

Downstream Products

• 860437-88-3 3-((4S,5S)-5-{(2S,3R)-3-Benzyloxymethoxy-3-[(4S,6S)-2,2-dimethyl-6-(3-oxo-butyl)-[1,3]dioxan-4-yl]-2-methyl-propyl}-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde 
• 860438-05-7 4-[6-(1-benzyloxymethoxy-3-{5-[11-(tert-butyl-dimethyl-silanyloxy)-6,10-bis-(tert-butyl-diphenyl-silanyloxy)-undec-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methyl-propyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-butan-2-one 

Relevant academic research and scientific papers

Diastereoselective synthesis of the C17-C30 fragment of amphidinol 3

The diastereoselective synthesis of the C17-C30 fragment of amphidinol 3 (AM3) 1 was achieved from the enantio-enriched aldehyde 20, Weinreb amide 14 and 2-bromo-3-(trimethylsilyl)propene, which was used as a bifunctional conjunctive reagent. The absolute configuration of the stereogenic centers, in both aldehyde 20 and Weinreb amide 14, were efficiently controlled by using (+)-(R)-methyl-p-tolylsulfoxide as the unique source of chirality.

The polyol domain of amphidinol 3. A stereoselective synthesis of the entire C(1)-C(30) sector

(Chemical Equation Presented) The richly oxygenated C(1)-C(30) polyol segment of amphidinol 3 has been synthesized in protected form. Incorporated in this long chain are 10 of the 25 stereogenic centers housed in the target. The asymmetric pathway that has been developed is based on the efficient union of three independently prepared subunits.