155369-92-9

Upstream product

• 76-83-5 trityl chloride 
• 155369-90-7 (E)-5-((2R,3S,3aS,5S,6R,7S,7aS)-3,6,7-Trihydroxy-2-hydroxymethyl-hexahydro-furo[3,2-b]pyran-5-yl)-pent-2-enoic acid methyl ester 
• 155369-79-2 (2R,3R,4S,5R)-4-Benzyloxy-5-[1,3]dithian-2-yl-2-hydroxymethyl-tetrahydro-furan-3-ol 
• 195316-27-9 [(4S,5S)-5-((4aR,6S,7R,7aS)-2,2-Dimethyl-7-triethylsilanyloxy-tetrahydro-furo[3,2-d][1,3]dioxin-6-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol 
• 195315-83-4 6-O-benzoyl-3-O-benzyl-D-glucose propylene dithioacetal 
• 195316-22-4 [(2R,3R,4S,5R)-4-Benzyloxy-5-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-methanol 
• 195316-29-1 Toluene-4-sulfonic acid 2-((3aS,4S,5aR,5bS,9aR,10aR,10bR)-2,2,7,7-tetramethyl-octahydro-1,3,5,6,8,10-hexaoxa-cyclopenta[a]fluoren-4-yl)-ethyl ester 
• 195315-85-6 (2R,3R,4S,5R)-4-benzyloxy-5-(1,3-dithian-2-yl)-3-hydroxy-2-trityloxymethyltetrahydrofuran 
• 195316-23-5 (E)-3-[(2S,3R,4R,5R)-3-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-prop-2-en-1-ol 
• 155369-81-6 {(2R,3S)-3-[(2R,3S,4R,5R)-3-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-oxiranyl}-methanol 
• 195315-90-3 [(2R,3R,4S,5R)-4-Benzyloxy-5-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-ylmethoxy]-tert-butyl-diphenyl-silane 
• 155369-80-5 (E)-3-[(2S,3R,4R,5R)-3-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-acrylic acid ethyl ester 
• 195315-86-7 (2R,3R,4R,5S)-4-benzyloxy-5-(1,3-dithian-2-yl)-3-(4-methoxybenzyloxy)-2-trityloxymethyltetrahydrofuran 
• 195315-91-4 (S)-4-{(S)-[(2S,3S,4R,5R)-3-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-hydroxy-methyl}-[1,3]dioxolan-2-one 

Relevant academic research and scientific papers

On the stereoselective construction of the B and A rings of halichondrin B. A PM3 study

PM3 calculations were carried out to study the origin of stereoselectivity in the intramolecular Michael reaction for a highly efficient construction of the B and A rings of halichondrin B.

Synthetic studies of halichondrin B, an antitumor polyether macrolide isolated from a marine sponge. 6. Synthesis of the C1 - C15 unit via stereoselective construction of the B and A rings by kinetically and thermodynamically controlled Michael reactions with the aid of computational search for dominant conformers

The C1 - C15 unit of halichondrin B was synthesized starting from D- glucose via stereoselective construction of the B and A rings, which have 2,6-trans- and 2,6-cis-disubstituted tetrahydropyran rings, respectively. With the aid of MM2 calculations kinetically and thermodynamically controlled Michael reactions were successfully applied for the construction of the B and A rings, respectively.