350045-95-3

Upstream product

• 131310-58-2 (2S,3R)-3-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-ylmethyl]-2-methyl-oxirane-2-carbaldehyde 
• 350045-94-2 (E)-3-{(2R,3R)-3-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-ylmethyl]-2-methyl-oxiranyl}-acrylic acid methyl ester 

Downstream Products

• 350045-96-4 (E)-3-((2R,4aR,6S,7R,8aS)-7-Hydroxy-6-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-acrylic acid methyl ester 
• 858346-23-3 (2R,4aR,8aR,9aS,10aS)-10a-Methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-one 
• 858346-25-5 (R)-2-Methyl-3-((2R,4aR,8aR,9aS,10aS)-10a-methyl-2-phenyl-4a,5,8a,9,9a,10a-hexahydro-4H-1,3,8,10-tetraoxa-anthracen-7-yl)-propionic acid methyl ester 
• 858346-24-4 Trifluoro-methanesulfonic acid (2R,4aR,8aR,9aS,10aS)-10a-methyl-2-phenyl-4a,5,8a,9,9a,10a-hexahydro-4H-1,3,8,10-tetraoxa-anthracen-7-yl ester 
• 858346-54-0 (R)-3-[(2R,4aR,6R,7S,8aR,9aS,10aS)-6-(tert-Butyl-dimethyl-silanyloxy)-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl]-2-methyl-propionaldehyde 
• 858346-26-6 (R)-3-[(2R,4aR,6R,7S,8aR,9aS,10aS)-6-(tert-Butyl-dimethyl-silanyloxy)-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl]-2-methyl-propan-1-ol 
• 858346-19-7 (R)-3-[(2R,4aR,6R,7S,8aR,9aS,10aS)-6-(tert-Butyl-dimethyl-silanyloxy)-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl]-2-methyl-propionic acid 
• 858346-31-3 tert-Butyl-dimethyl-[(2R,4aR,6R,7S,8aR,9aS,10aS)-10a-methyl-7-((R)-2-methyl-3-phenylsulfanyl-propyl)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy]-silane 
• 858346-53-9 (2R,4aR,6R,7S,8aR,9aS,10aS)-6-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene 
• 858346-37-9 C₅₁H₆₄O₁₀ 
• 858346-40-4 C₄₉H₆₈O₉ 
• 858346-35-7 9-[7-benzyloxy-6-(2-benzyloxy-ethyl)-2,6,8a-trimethyl-2-vinyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-5a,10-dimethyl-2-phenyl-8-vinyl-dodecahydro-1,3,5,7,12-pentaoxa-cyclohepta[b]anthracene 
• 858346-36-8 9-[7-benzyloxy-6-(2-benzyloxy-ethyl)-2,6,8a-trimethyl-2-vinyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-5a,10-dimethyl-2-phenyl-8-vinyl-dodecahydro-1,3,5,7,12-pentaoxa-cyclohepta[b]anthracene 
• 858346-39-1 C₅₀H₇₆O₁₀Si 

Relevant academic research and scientific papers

Synthesis of the J ring segment of gambieric acid

The J ring segment 2 of gambieric acid was synthesized stereoselectively by the coupling between the cyclic ether component 3 and the alkenyl iodide 4. The tetrahydropyran 3 was stereoselectively synthesized by the 6-endo-cyclization of a hydroxyepoxide prepared from deoxy-D-ribose. The side chain moiety 4 was prepared by the stereoselective hydrostannation of an internal alkyne.

Total synthesis of brevetoxin B

The convergent total synthesis of brevetoxin B (1) has been achieved. The intramolecular allylation of the O,S-acetal 20, prepared from the α-chlorosulfide 17 and the alcohol 5, was carried out using AgOTf as a Lewis acid to give the diene 21, predominant