151385-27-2

Upstream product

• 151385-28-3 ethyl (2E,4R)-4,6-dibenzyloxyhex-2-enoate 
• 151385-30-7 (2R,4E)-1,3-di-O-benzyl-6-O-(methoxymethyl)hex-4-ene-1,3,6-triol 
• 151385-29-4 (3R,4E)-1,3-di-O-benzylhex-4-ene-1,3,6-triol 
• 151436-25-8 (3R,4E)-1-O-Benzyl-6-O-(methoxymethyl)hex-4-ene-1,3,6-triol 
• 151385-06-7 (R,S)-1-O-benzyl-6-O-(methoxymethyl)hex-4-yne-1,3,6-triol 
• 17869-81-7 methoxy(prop-2-yn-1-yloxy)methane 
• 76-83-5 trityl chloride 
• 151385-26-1 (3R,4E)-6-O-(methoxymethyl)hex-4-ene-1,3,6-triol 

Downstream Products

• 151385-32-9 ethyl (3R,4E)-3-(methoxymethoxymethyl)-7-O-(triphenylmethyl)hept-4-ene-1,7-diol 
• 151385-34-1 (2R,3R)-1-(tert-butoxxycarbonyl)-2-<(S)-1-hydroxy-3-(triphenylmethoxy)propyl>-3-(methoxymethoxymethyl)pyrrolidine 
• 151385-33-0 (3E,5R)-5-(methoxymethoxymethyl)-7-phthalimido-1-O-(triphenylmethyl)hept-3-en-1-ol 
• 151385-31-8 ethyl (3R,4E)-3-(methoxymethoxymethyl)-7-(triphenylmethoxy)hept-4-enoate 

Relevant academic research and scientific papers

Practical asymmetric synthesis of hastanecine and dihydroxyheliotridane by a Claisen rearrangement/amine-epoxide-opening sequence

A practical 13-step synthesis of the title compounds suitable for the gram scale has been developed. Key steps are Sharpless resolution, Claisen rearrangement, epoxidation and intramolecular S(N)2 ring closure to form the pyrrolizidine system.