203515-77-9

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 246510-26-9 (4S,5R,6R)-6-(3-butenyl)-5-methyl-4-hydroxy-2-methoxy-tetrahydro-2H-pyran 
• 994-30-9 triethylsilyl chloride 
• 203515-76-8 (2R,3S,4S,6R)-4-(tert-butyldimethylsiloxy)-6-[(S)-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-yl] (triethylsiloxy)methyl] tetrahydro-6-methoxy-3-methyl-2-(4-benzyloxybutyl)-2H-pyran 
• 203515-74-6 (2R,3S,4S,6R)-4-(tert-butyldimethylsiloxy)-6-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-(oxo)methyl] tetrahydro-6-methoxy-3-methyl-2-(4-benzyloxybutyl)-2H-pyran 
• 203515-73-5 (2R,3S,4S)-4-(tert-butyldimethylsiloxy)-6-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-(oxo)methyl] tetrahydro-6-phenylsulfone-3-methyl-2-(4-benzyloxybutyl)-2H-pyran 
• 203515-75-7 (2R,3S,4S,6R)-4-(tert-butyldimethylsiloxy)-6-[(S)-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-yl] (hydroxy)methyl] tetrahydro-6-methoxy-3-methyl-2-(4-benzyloxybutyl)-2H-pyran 
• 203515-59-7 (4S,5R,6R)-6-(4-benzyloxybutyl)-5-methyl-4-(tert-butyldimethylsiloxy)-2-phenylsulfone-tetrahydro-2H-pyran 
• 203515-66-6 (4S,2R,3R)-4-triethylsiloxy-3-methyl(3,4-dihydro-2H-pyran-2-yl) benzotriazolyl ketone 
• 203515-46-2 ((4S,2R,3R)-4-triethylsiloxy-3-methyl(3,4-dihydro-2H-pyran-2-yl))(phenylmethoxy)methane 
• 246510-39-4 (4S,2R,3R)-4-triethylsiloxy-3-methyl-3,4-dihydro-2H-pyran-2-carboxylic acid 
• 203515-55-3 (4S,5R,6R)-6-(but-3-enyl)-5-methyl-4-(tert-butyldimethylsiloxy)-2-methoxy-tetrahydro-2H-pyran 
• 203515-65-5 (2R,3S,4S)-3-Methyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-2-carbaldehyde 

Downstream Products

• 203515-78-0 C₅₅H₁₀₂O₉Si₄ 

Relevant academic research and scientific papers

Addition of allylstannanes to glycal epoxides. A diastereoselective approach to β-C-glycosidation

A new method for the synthesis of β-C-allyl glycosides has been developed for use in the synthesis of the spongipyran macrolides. Functionalized dihydropyrans are transformed to cis tetrahydropyrans via a two step process: i) epoxidation using dimethyldioxirane and ii) Lewis acid mediated epoxide opening with allylstannanes as nucleophiles. This protocol which can be successfully applied to complex systems, augments the limited body of methodology available for the preparation of β-configured C- glycosides.

Enantioselective Synthesis of Altohyrtin C (Spongistatin 2): Synthesis of the EF-Bis(pyran) Subunit

Keywords: altohyrtin; antitumor agents; natural products; spongistatin; total synthesis