876288-70-9

Basic information

• Product Name: (2'R,3'S,5'R,7'S,8'R)-2'-(tret-butyldimethylsilyloxymethyl)-7'-hydroxy-8'-hydroxymethyl-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate
• Synonyms: (2'R,3'S,5'R,7'S,8'R)-2'-(tret-butyldimethylsilyloxymethyl)-7'-hydroxy-8'-hydroxymethyl-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate
• CAS NO: 876288-70-9
• Molecular Weight: 542.788
• Mol File: 876288-70-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2'R,3'S,5'R,7'S,8'R)-2'-(tret-butyldimethylsilyloxymethyl)-7'-hydroxy-8'-hydroxymethyl-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate(CAS DataBase Reference)
• NIST Chemistry Reference: (2'R,3'S,5'R,7'S,8'R)-2'-(tret-butyldimethylsilyloxymethyl)-7'-hydroxy-8'-hydroxymethyl-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate(876288-70-9)
• EPA Substance Registry System: (2'R,3'S,5'R,7'S,8'R)-2'-(tret-butyldimethylsilyloxymethyl)-7'-hydroxy-8'-hydroxymethyl-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate(876288-70-9)

Safety Data

• Hazardous Substances Data: 876288-70-9(Hazardous Substances Data)

Upstream product

• 475641-60-2 (2R,4aR,6S,7R,9S,10aS)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-9-methyl-2-phenyl-octahydro-1,3,5-trioxa-benzocycloocten-7-ol 
• 3282-30-2 pivaloyl chloride 
• 876288-69-6 (1'R,3'S,4'R,6'R,8'S,10'R)-3'-(tret-butyldimethylsilyloxymethyl)-6'-methyl-10'-phenyl-2',9',11'-trioxabicyclo[6.4.0]dodecan-4'-yl 2,2-dimethylpropionate 

Downstream Products

• 909001-62-3 [(2S,3R,5R,7S,8R)-7-(4-Bromo-benzyloxy)-8-(4-bromo-benzyloxymethyl)-3-(4-methoxy-benzyloxy)-5-methyl-oxocan-2-ylmethoxy]-tert-butyl-diphenyl-silane 
• 876288-74-3 (2R,3S,5S,7R,8S)-3-(4-Bromo-benzyloxy)-2-(4-bromo-benzyloxymethyl)-7-(4-methoxy-benzyloxy)-8-((E)-2-methoxy-vinyl)-5-methyl-oxocane 
• 876288-73-2 [(2S,3R,5S,7S,8R)-7-(4-Bromo-benzyloxy)-8-(4-bromo-benzyloxymethyl)-3-(4-methoxy-benzyloxy)-5-methyl-oxocan-2-yl]-methanol 
• 876288-67-4 [(2S,3R,5S,7S,8R)-7-(4-Bromo-benzyloxy)-8-(4-bromo-benzyloxymethyl)-3-(4-methoxy-benzyloxy)-5-methyl-oxocan-2-yl]-acetaldehyde 
• 909001-48-5 C₆₆H₉₁Br₂F₃O₁₁Si₂ 
• 909001-54-3 C₇₃H₉₂Br₂O₁₁Si 
• 909071-90-5 C₆₉H₈₆Br₂O₁₀Si 
• 909001-67-8 C₆₉H₈₄Br₂O₁₀Si 
• 909001-59-8 C₆₉H₈₄Br₂O₁₀Si 
• 909001-51-0 2-[2-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-(4-methoxy-benzyloxy)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-decahydro-1,5-dioxa-benzocycloocten-3-ol 
• 909001-66-7 C₆₆H₈₆Br₂O₁₁Si 
• 909001-50-9 C₆₆H₈₄Br₂O₁₁Si 
• 909001-65-6 C₆₆H₈₄Br₂O₁₁Si 
• 909001-52-1 2-[2-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-(4-methoxy-benzyloxy)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-octahydro-1,5-dioxa-benzocycloocten-3-one 

Relevant articles and documents

Convergent synthesis of the common FGHI-ring part of ciguatoxins

Convergent synthesis of the common FGHI-ring part (54) of ciguatoxins was achieved via the following key steps: (i) the Nozaki-Hiyama-Kishi reaction connecting the F-ring part (6) with the I-ring part (7); (ii) regio- and stereoselective epoxidation; (iii) the 6-exo-epoxide opening reaction forming simultaneously the H-ring and the quaternary asymmetric center at C30; (iv) inversion of the C29 stereocenter by a two-step oxidation/reduction process, where the successful inversion depended on proper management of the steric environment of the substrate; and (v) final reductive cyclization constructing the G-ring.