914933-35-0

Basic information

• Product Name: Isoxazole, 5-[(2S,3R,5S,6S)-5,6-dimethoxy-3,5,6-trimethyl-1,4-dioxan-2-yl]-3-[2-[( S)-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-5-oxazolylmethyl]-4-oxazolyl]-4, 5-dihydro-, (5R)-
• CAS NO: 914933-35-0
• Molecular Formula: C35H43N3O8Si
• Molecular Weight: 661.827
• Mol File: 914933-35-0.mol

Chemical Properties

• CAS DataBase Reference: Isoxazole, 5-[(2S,3R,5S,6S)-5,6-dimethoxy-3,5,6-trimethyl-1,4-dioxan-2-yl]-3-[2-[( S)-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-5-oxazolylmethyl]-4-oxazolyl]-4, 5-dihydro-, (5R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Isoxazole, 5-[(2S,3R,5S,6S)-5,6-dimethoxy-3,5,6-trimethyl-1,4-dioxan-2-yl]-3-[2-[( S)-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-5-oxazolylmethyl]-4-oxazolyl]-4, 5-dihydro-, (5R)-(914933-35-0)
• EPA Substance Registry System: Isoxazole, 5-[(2S,3R,5S,6S)-5,6-dimethoxy-3,5,6-trimethyl-1,4-dioxan-2-yl]-3-[2-[( S)-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-5-oxazolylmethyl]-4-oxazolyl]-4, 5-dihydro-, (5R)-(914933-35-0)

Safety Data

• Hazardous Substances Data: 914933-35-0(Hazardous Substances Data)

Upstream product

• 914933-49-6 C₂₄H₂₅N₃O₄Si 
• 914933-38-3 (2S,3S,5R,6R)-2,3-Dimethoxy-2,3,5-trimethyl-6-vinyl-[1,4]dioxane 
• 914933-48-5 {2-[(tert-butyl-diphenyl-silanyloxy)-oxazol-5-yl-methyl]-oxazol-4-yl}-methanol 
• 914933-46-3 5,6-dimethoxy-3,5,6-trimethyl-[1,4]dioxane-2-carboxylic acid methyl ester 
• 914933-47-4 (2S,3R,5S,6S)-5,6-dimethoxy-3,5,6-trimethyl-[1,4]dioxane-2-carbaldehyde 
• 947771-03-1 2-[(tert-butyl-diphenyl-silanyloxy)-oxazol-5-yl-methyl]-oxazole-4-carbaldehyde oxime 

Downstream Products

• 914933-50-9 (R)-1-{2-[(S)-(tert-butyldiphenylsilyloxy)oxazol-5-ylmethyl]oxazol-4-yl}-3-[(2R,3R,5S,6S)-5,6-dimethoxy-3,5,6-trimethyl-[1,4]dioxan-2-yl]-3-hydroxypropan-1-one 
• 947771-36-0 C₃₅H₄₆N₂O₉Si 
• 914933-51-0 C₃₈H₅₀N₂O₉Si 

Relevant articles and documents

Total synthesis of the potent antifungal agents bengazole C and E

The bengazoles are marine natural products with unique structure, containing two oxazole rings flanking a single carbon. They show very potent antifungal activity. The total syntheses of bengazole C and E are described following a convergent route which involves diastereoselective cycloaddition of an appropriately substituted nitrile oxide with a butane-1,2-diacetal-protected alkenediol as the key step.

Total synthesis of potent antifungal marine bisoxazole natural products bengazoles A and B

The bengazoles are a family of marine natural products that display potent antifungal activity and a unique structure, containing two oxazole rings flanking a single carbon atom. Total syntheses of bengazole A and B are described, which contain a sensitive stereogenic centre at this position between the two oxazolcs. Additionally, the synthesis of 10-epi-bengazole A is reported. Two parallel synthetic routes were investigated, relying on construction of the 2,4-disubstituted oxazole under mild conditions and a diastereoselective 1,3-dipolar cycloaddition. Our successful route is high yielding, provides rapid access to single stereoisomers of the complex natural products and allows the synthesis of analogues for biological evaluation.

Stereocontrolled total synthesis of bengazole A: A marine bisoxazole natural product displaying potent antifungal properties

(Chemical Equation Presented) Candidate for Candida: A high-yielding and versatile synthesis of bengazole A has been developed; the first to provide access to a single stereoisomer of the natural product. Key steps include the construction of the 2,4-disu