140209-45-6

Upstream product

• 66601-82-9 methyl (S)-4,5-dihydroxy-4,5-O-isopropylidene-2-pentenoate 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 78508-96-0 (5S)-5-(hydroxymethyl)-5H-furan-2-one 
• 1826-67-1 vinyl magnesium bromide 
• 99315-76-1 (5S)-5-(tert-butyldiphenylsiloxymethyl)-2(5H)-furanone 

Downstream Products

• 140209-46-7 Acetic acid (4R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-vinyl-tetrahydro-furan-2-yl ester 
• 140209-54-7 1-[(4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-ethynyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 140209-48-9 1-[(4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-vinyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 140209-52-5 1-[(4S,5S)-4-(1-Bromo-vinyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 792922-44-2 tert-Butyl-{(2S,3R,5S)-5-methoxy-3-[1-((1R,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-tetrahydro-furan-2-ylmethoxy}-diphenyl-silane 
• 792922-42-0 [(2S,3S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-((1S,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl)-methanone 
• 848650-95-3 [(2S,3R,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-((3aS,7aS)-4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanol 
• 848650-98-6 [(2S,3S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-((3aS,7aS)-4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanone 
• 848649-99-0 tert-Butyl-((2S,3R,5S)-5-methoxy-3-vinyl-tetrahydro-furan-2-ylmethoxy)-diphenyl-silane 
• 792922-38-4 (2S,3S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-carbaldehyde 
• 876173-65-8 tert-butyl-diphenyl-{5-phenylselanyl-3-[1-(4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-tetrahydro-furan-2-ylmethoxy}-silane 
• 876173-58-9 tert-butyl-{5-methoxy-3-[1-(4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-tetrahydro-furan-2-ylmethoxy}-diphenyl-silane 
• 876173-57-8 [2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-(4,4,7a-trimethyl-octahydro-inden-1-yl)-methanone 
• 876173-56-7 [2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl]-(4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanone 

Relevant academic research and scientific papers

An approach to the carbon backbone of bielschowskysin, part 1: Photocyclization strategy

Several macrocyclization reaction attempts of highly advanced precursors toward a total synthesis of marine diterpene bielschowskysin are disclosed. Biomimetic [2+2]-photocyclization reactions were applied to construct the cyclobutane core in these intermediates, which could be accessed along scalable high-yielding reaction sequences from cheap enantiopure starting-materials. Asymmetric syntheses of various highly functionalized intermediates toward the total synthesis of bielschowskysin (1) are described. In particular a biomimetic [2+2]-photocycloaddition reaction strategy, forming the cyclobutane core, was followed by various macrocyclization reactions attempts. Copyright

Norrisolide: Total synthesis and related studies

A stereoselective synthesis of (+)-norrisolide is presented. This natural product belongs to a family of marine spongiane diterpenes the structure of which is characterized by a fused γ-lactone-γ-lactol ring system attached to a bicyclic hydrophobic core.

Fragmentation of Golgi membranes by norrisolide and designed analogues

The marine natural product norrisolide was found to induce irreversible fragmentation of the Golgi membranes. A hypothesis accounting for the chemical origins of this effect is proposed based on structure/function studies of norrisolide and designed analo

Synthesis of 3'-ethynylthymidine, 3'-vinylthymidine and 3'-bromovinylthymidine as potential antiviral agents

The synthesis of three novel 3'-unsaturated carbon analogues of AZT and FLT is described. The key step in the synthesis is a Cu(I)-catalyzed addition of vinylmagnesium bromide to a 2,3-unsaturated lactone, followed by, in the case of compounds 2 and 3, el