553664-97-4

Upstream product

• 852509-23-0 (4R,5R)-4-benzyloxy-5-hydroxyhept-6-enoic acid tert-butyl ester 
• 100-39-0 benzyl bromide 
• 105592-36-7 benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enofuranoside 
• 1239357-29-9 5-deoxy-5-iodo-D-arabinofuranoside 
• 535994-37-7 (2S,3R)-2,3-dibenzyloxy-4-penten-1-al 
• 1312103-67-5 C₃₃H₄₃IO₄Si 
• 1312103-57-3 ((4S,5S)-5-((R)-1-(benzyloxy)-4-((tert-butyldiphenylsilyl)oxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol 
• 1312103-56-2 (4R,5S)-5-((R)-1-(benzyloxy)-4-((tert-butyldiphenylsilyl)oxy)butyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide 
• 1312103-53-9 (4R,5S)-5-((R)-1-(benzyloxy)pent-4-en-1-yl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide 
• 1053694-92-0 (4R,5S)-5-((R)-1-hydroxypent-4-en-1-yl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide 
• 553665-05-7 2,2-Dimethyl-propionic acid (4R,5R)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-4-(2-methoxy-ethoxymethoxy)-butyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 
• 553665-09-1 tert-Butyl-[(R)-1-((4R,5S)-5-iodomethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(2-methoxy-ethoxymethoxy)-butoxy]-dimethyl-silane 
• 553665-07-9 {(4R,5R)-5-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(2-methoxy-ethoxymethoxy)-butyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-methanol 
• 553665-22-8 2,2-Dimethyl-propionic acid (4R,5S)-5-[(R)-1-hydroxy-4-(2-methoxy-ethoxymethoxy)-butyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 

Downstream Products

• 852509-26-3 (5R,6R,7E,10S)-10-[(1'S)-1'-benzyloxyheptyl]-5,6-dibenzyloxy-3,4,5,6,9,10-hexahydro-2H-oxecin-2-one 
• 553665-17-1 (E)-(5R,6R,10S)-5,6-Bis-benzyloxy-10-[(S)-1-(2-methoxy-ethoxymethoxy)-heptyl]-3,4,5,6,9,10-hexahydro-oxecin-2-one 
• 852509-25-2 (4R,5R)-4,5-dibenzyloxyhept-6-enoic acid (1'S,1''S)-1'-(1''-benzyloxyheptyl)-3'-butenyl ester 
• 553665-15-9 (4R,5R)-4,5-Bis-benzyloxy-hept-6-enoic acid (1S,2S)-1-allyl-2-(2-methoxy-ethoxymethoxy)-octyl ester 

Relevant academic research and scientific papers

A ring closing metathesis strategy for carbapyranosides of xylose and arabinose

The synthesis of β-carba-xylo and arabino pyranosides of cholestanol is described. The synthetic strategy, which is analogous to the Postema approach to C-glycosides, centers on the ring closing metathesis of an enol ether-alkene precursor to give a cycli

A ring closing metathesis strategy for carbapyranosides of xylose and arabinose

The synthesis of β-carba-xylo and arabino pyranosides of cholestanol is described. The synthetic strategy, which is analogous to the Postema approach to C-glycosides, centers on the ring closing metathesis of an enol ether-alkene precursor to give a cycli

Enantiodivergent total synthesis of microcarpalide from l-tartaric acid

Stereoselective approach for the synthesis of both enantiomers of bio-active decanolactone microcarpalide is described from l-tartaric acid. The synthesis of the key intermediates en route to the natural product is achieved from l-tartaric acid involving

Stereoselective synthesis of (-)-microcarpalide

A stereoselective approach for the synthesis of the bio-active decanolactone (-)-microcarpalide was achieved from chiral pool tartaric acid. The synthesis of pivotal intermediates en route to the decanolactone was achieved from α-benzyloxy aldehydes deriv

Enantioselective total synthesis of (-)-microcarpalide

The enantioselective total synthesis of the actin-targeting metabolite (-)-microcarpalide is described. Key steps include ring-closing metathesis (RCM) for the final construction of the 10-membered lactone framework and stereoselective homologation of bor

Total synthesis of (-)-microcarpalide from d-mannitol

The total synthesis of the actin-targeting metabolite (-)-microcarpalide is described. Ring-closing metathesis of a dienic ester was used as the key step. d-Mannitol was used as the chiral pool material for the construction of the olefinic acid moiety as well as the olefinic alcohol moiety of the molecule.

Total synthesis of microcarpalide

A total synthesis of the natural product microcarpalide is described. Ring-closing metathesis of a dienic ester was used as the key step. Mannose was used as the chiral pool material for the construction of the olefinic-acid and a Sharpless asymmetric dih