115887-36-0

Upstream product

• 115690-02-3 ethyl (4R,5R)-4-benzyloxy-5,6-isopropylidenedioxyhexanoate 
• 115690-00-1 ethyl (4R,5R)-4-benzyloxy-2-ethoxycarbonyl-5,6-isopropylidenedioxyhexanoate 
• 115689-97-9 1-methanesulfonyloxy-2-O-benzyl-3,4-O-isopropylidene-D-threitol 
• 115689-96-8 (2R,3S)-3-O-benzyl-4-iodo-1,2-O-isopropylidenebutane-1,2,3-triol 
• 84379-54-4 (R)-2-(benzyloxy)-2-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol 
• 100-39-0 benzyl bromide 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 87604-46-4 (2R,3R)-1,2-O-isopropylidene-5-hexene-1,2,3-triol 
• 87604-54-4 (R)-4-((R)-1-(benzyloxy)but-3-en-1-yl)-2,2-dimethyl-1,3-dioxolane 

Downstream Products

• 386761-70-2 (4R)-4-(benzyloxy)-4-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)butanal 
• 115690-06-7 (2R,3R)-3-benzyloxy-6-(tert-butyldiphenylsiloxy)-1-triphenylmethoxyhexan-2-ol 
• 115690-08-9 Methanesulfonic acid (1R,2R)-2-benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-1-trityloxymethyl-pentyl ester 
• 119116-56-2 <(2S,3R)-3-benzyloxytetrahydropyran-2-yl>methanol 
• 126840-43-5 (2S,3R)-3-benzyloxy-2-methoxymethoxymethyltetrahydropyran 
• 115690-10-3 (2S,3R)-2-triphenylmethoxymethyltetrahydropyran-3-ol 
• 115690-05-6 (2R,3R)-3-benzyloxy-6-(tert-butyldiphenylsiloxy)hexane-1,2-diol 
• 115690-09-0 (2S,3R)-3-benzyloxy-2-triphenylmethoxymethyltetrahydropyran 
• 115690-07-8 (2R,3R)-3-benzyloxy-6-hydroxy-1-triphenylmethoxy-2-hexyl methanesulfonate 
• 115690-11-4 (2S,3R)-2-triphenylmethoxymethyltetrahydropyran-3-yl N-heptadecylcarbamate 
• 126840-42-4 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (2S,3R)-2-trityloxymethyl-tetrahydro-pyran-3-yl ester 
• 386761-61-1 (4R)-4-[(1R,4S)-4-azido-1-(benzyloxy)hept-6-enyl]-2,2-dimethyl-1,3-dioxolane 
• 386761-60-0 (4R,7R)-7-(benzyloxy)-7-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)hept-1-en-4-ol 
• 115690-04-5 (2R,3R)-3-benzyloxy-6-(tert-butyldiphenylsiloxy)-1,2-isopropylidenedioxyhexane 

Relevant academic research and scientific papers

Enantioselective allyltitanations and metathesis reactions. Application to the synthesis of piperidine alkaloids (+)-sedamine and (-)-prosophylline

An enantioselective synthesis of the piperidine alkaloids (+)-sedamine and (-)-prosophylline is reported. The synthesis of (+)-sedamine has been achieved in 12 steps with an overall yield of 20% from benzaldehyde, and (-)-prosophylline was obtained in 15 steps with an overall yield of 9.2%, starting from D-glyceraldehyde acetonide 14. The key steps are enantioselective allyltitanation reactions and ring-closing or cross-metathesis reactions.

Enantioselective allyltitanation and cross-metathesis. Synthesis of (-)-prosophylline

An enantioselective synthesis of (-)-prosophylline has been accomplished in 15 steps from protected D-glyceraldehyde, with an overall yield of 9.2%, by using two enantioselective allyltitanations and a cross-metathesis reaction as the key-steps.