155369-79-2

Upstream product

• 22529-61-9 (1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol 
• 142657-25-8 6-O-benzoyl-3-O-benzyl-α/β-D-glucopyranose 
• 37776-15-1 6-O-Benzoyl-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 100-44-7 benzyl chloride 
• 18685-18-2 3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose 

Downstream Products

• 195315-85-6 (2R,3R,4S,5R)-4-benzyloxy-5-(1,3-dithian-2-yl)-3-hydroxy-2-trityloxymethyltetrahydrofuran 
• 195316-25-7 2,2-Dimethyl-propionic acid (4S,5S)-5-((2R,3S,4S,5R)-3-benzyloxy-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 
• 195316-22-4 [(2R,3R,4S,5R)-4-Benzyloxy-5-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-methanol 
• 195316-26-8 2,2-Dimethyl-propionic acid (4S,5S)-5-((4aR,6R,7R,7aS)-7-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,2-d][1,3]dioxin-6-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 
• 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 
• 195316-47-3 (2R,3S,3aS,4aS,7R,8aR,9S,9aS)-7-(2-Hydroxy-ethyl)-2-(2-trityloxy-ethyl)-decahydro-furo[3,2-b]pyrano[2,3-e]pyran-3,9-diol 
• 195316-42-8 2-[(3aS,4S,5aR,6S,7R,8aR,8bR)-6-Methoxymethoxy-2,2-dimethyl-7-(2-trityloxy-ethyl)-hexahydro-[1,3]dioxolo[4,5]furo[2,3-b]pyran-4-yl]-ethanol 
• 195316-13-3 3-[(3aS,4S,5aR,6S,7R,8aR,8bR)-6-Methoxymethoxy-2,2-dimethyl-7-(2-trityloxy-ethyl)-hexahydro-[1,3]dioxolo[4,5]furo[2,3-b]pyran-4-yl]-propionitrile 
• 195316-44-0 3-[(3aS,4S,5aR,6S,7R,8aR,8bR)-6-Methoxymethoxy-2,2-dimethyl-7-(2-trityloxy-ethyl)-hexahydro-[1,3]dioxolo[4,5]furo[2,3-b]pyran-4-yl]-propionaldehyde 
• 195316-15-5 [(2R,3S,3aS,4aS,7R,8aR,9S,9aS)-3,9-Dihydroxy-2-(2-trityloxy-ethyl)-decahydro-furo[3,2-b]pyrano[2,3-e]pyran-7-yl]-acetic acid methyl ester 
• 195316-17-7 (2R,3S,3aS,4aS,7R,8aR,9S,9aS)-7-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(2-trityloxy-ethyl)-decahydro-furo[3,2-b]pyrano[2,3-e]pyran-3,9-diol 
• 195316-10-0 {(4S,5S)-5-[(2S,3R,4S,5R)-4-Methoxymethoxy-3-triethylsilanyloxy-5-(2-trityloxy-ethyl)-tetrahydro-furan-2-yl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-methanol 
• 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 
• 195316-40-6 2,2-Dimethyl-propionic acid (4S,5S)-5-[(2R,3R,4R,5R)-3-hydroxy-4-methoxymethoxy-5-(2-trityloxy-ethyl)-tetrahydro-furan-2-yl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 

Relevant academic research and scientific papers

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.