581807-17-2

Upstream product

• 581807-15-0 ((1aR,2S,2aS,4S,5S,6aR,7aS)-7a-Benzenesulfonylmethyl-4,5-dimethoxy-4,5-dimethyl-octahydro-1,3,6-trioxa-cyclopropa[b]naphthalen-2-yloxy)-tert-butyl-dimethyl-silane 
• 213536-10-8 tert-Butyl-((2S,3S,4aS,5R,8aR)-2,3-dimethoxy-2,3-dimethyl-7-phenylsulfanylmethyl-2,3,4a,5,8,8a-hexahydro-benzo[1,4]dioxin-5-yloxy)-dimethyl-silane 
• 581807-16-1 (2S,3S,4aS,5R,6S,8aR)-7-Benzenesulfonylmethyl-5-(tert-butyl-dimethyl-silanyloxy)-2,3-dimethoxy-2,3-dimethyl-2,3,4a,5,6,8a-hexahydro-benzo[1,4]dioxin-6-ol 

Downstream Products

• 581807-20-7 {(1R,2R,4S,5S,7S,8R,9S)-13-[1-Benzenesulfonyl-meth-(E)-ylidene]-4,5-dimethoxy-4,5-dimethyl-3,6,10,12-tetraoxa-tricyclo[7.3.1.0^2,7]tridec-8-yloxy}-tert-butyl-dimethyl-silane 
• 581807-18-3 (2S,3S,4aR,5R,7S,8R,8aS)-6-[1-Benzenesulfonyl-meth-(E)-ylidene]-8-(tert-butyl-dimethyl-silanyloxy)-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-5,7-diol 

Relevant academic research and scientific papers

Stereoselective construction of a contiguous tetraol system in tetrodotoxin by means of repetitive operations involving epoxidation and ring-opening reactions of allyl sulfone

Stereoselective construction of a tetraol system corresponding to C-5, 6, 7, and 11 in tetrodotoxin was achieved. Epoxidation of allyl sulfide 3 followed by base-induced ring-opening reaction gave hydroxyallyl sulfone 6. Repetition of the above reactions gave 1,3-dihydroxyvinyl sulfone 8, which was transformed to protected tetraols 18 and 20 by a series of sequential reactions: 1) reductive removal of the phenylsulfonyl group, 2) inversion of the α-axial TBSoxy group to an β-equatorial position, and 3) dihydroxylation with OsO4.