849411-99-0

Upstream product

• 144693-95-8 tert-butyldipheny((2-methylpent-4-en-1-yl)oxy)silane 
• 724422-92-8 (Z)-ethyl 8-(tert-butyldiphenylsilanyloxy)-3,7-dimethyloct-2-enoate 
• 724422-93-9 (2S,3S)-ethyl 8-(tert-butyldiphenylsilanyloxy)-2,3-dihydroxy-3,7-dimethyloctanoate 
• 849411-95-6 (2R,3S)-2-benzyloxy-8-(tert-butyldiphenylsilanyloxy)-3,7-dimethyloctane-1,3-diol 
• 724422-96-2 (6R,7S)-6-benzyloxy-7-[5-(tert-butyldiphenylsilanyloxy)-4-methylpentyl]-7-methyl-6,7-dihydrooxepin-3-one 
• 724422-94-0 (2R,3S)-2-benzyloxy-8-(tert-butyldiphenylsilanyloxy)-1-methoxymethoxy-3,7-dimethyloctan-3-ol 
• 724422-97-3 (6R,7S)-6-benzyloxy-7-[5-(tert-butyldiphenylsilanyloxy)-4-methylpentyl]-7-methyloxepan-3-one 
• 849411-90-1 ethyl (2S,3S)-2-benzyloxy-8-(tert-butyldiphenylsilanyloxy)-3-hydroxy-3,7-dimethyloctanoate 
• 724422-98-4 2-{(E)-(6R,7S)-6-benzyloxy-7-[5-(tert-butyldiphenylsilanyloxy)-4-methylpentyl]-7-methyloxepan-3-ylidene}ethanol 
• 849411-96-7 ethyl {(1R)-1-[(1R)-1-benzyloxy-2-methoxymethoxyethyl]-6-(tert-butyldiphenylsilanyloxy)-1,5-dimethylhexyloxy}acetate 
• 1026615-09-7 {3-[(S)-1-((S)-1-Benzyloxy-2-oxo-ethyl)-6-(tert-butyl-diphenyl-silanyloxy)-1,5-dimethyl-hexyloxy]-2-oxo-propyl}-phosphonic acid dimethyl ester 
• 849411-97-8 {3-[(S)-1-((R)-1-Benzyloxy-2-hydroxy-ethyl)-6-(tert-butyl-diphenyl-silanyloxy)-1,5-dimethyl-hexyloxy]-2-oxo-propyl}-phosphonic acid dimethyl ester 
• 724422-95-1 dimethyl 3-{(1S)-1-[(1S)-1-benzyloxy-2-methoxymethoxyethyl]-6-(tert-butyldiphenylsilanyloxy)-1,5-dimethylhexyloxy}-2-oxopropylphosphonate 
• 5673-98-3 2-methylpent-4-en-1-ol 

Downstream Products

• 724423-01-2 (E)-5-[3-(2S,3R)-benzyloxy-6-(2-benzyloxyethylidene)-2-methyloxepan-2-yl]-N-methoxy-2,N-dimethylpentanamide 
• 849412-00-6 5-{(2S,3R)-3-Benzyloxy-6-[2-benzyloxy-eth-(E)-ylidene]-2-methyl-oxepan-2-yl}-2-methyl-pentanoic acid 

Relevant academic research and scientific papers

Synthetic approaches and total synthesis of natural zoapatanol

(Chemical Equation Presented) The total synthesis of (+)-zoapatanol utilizing an intramolecular Horner-Wadsworth-Emmons olefination and an enantioselective Sharpless dihydroxylation as the key steps has been achieved. An advanced oxepene intermediate has been obtained by applying a ring-closing metathesis to an unsaturated enol ether.

Total synthesis of natural (+)-(2′S,3′R)-zoapatanol

(+)-Zoapatanol was synthesized by using four key-steps: a Suzuki cross-coupling to prepare a (Z)-α,β-unsaturated ester followed by an enantioselective dihydroxylation to control the C2′ and C3′ stereocenters, an intramolecular Horner-Wadsworth-Emmons olefination to construct the oxepane ring, and a chemoselective nucleophilic addition/Birch reduction process of a Weinreb amide to introduce simultaneously the β,γ-unsaturated ketone on the side-chain and regenerate alcohols from benzyl ethers.