865091-32-3

Upstream product

• 471261-23-1 (2S)-toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-pentyl ester 
• 58879-34-8 (S)-5-tosyloxypentan-4-olide 
• 53558-94-4 (R)-(-)-γ-chlorocarbonyl-γ-butyrolactone 
• 865091-27-6 (R)-4-Methoxymethoxy-oct-7-enoic acid (S)-1-{(R)-3-methoxymethoxy-3-[(2R,5R)-5-((S)-1-methoxymethoxy-pentadecyl)-tetrahydro-furan-2-yl]-propyl}-but-3-enyl ester 
• 865091-45-8 (Z)-(5R,11S)-5-Methoxymethoxy-11-{(R)-3-methoxymethoxy-3-[(2R,5R)-5-((S)-1-methoxymethoxy-pentadecyl)-tetrahydro-furan-2-yl]-propyl}-oxacycloundec-8-en-2-one 
• 865091-21-0 (4R,2'R,5'R,1''S)-N-methoxy-4-hydroxy-4-[5'-(1''-methoxymethoxy-pentadecyl)-tetrahydro-furan-2'-yl]-N-methyl-butyramide 
• 865091-43-6 (R)-4-Methoxymethoxy-4-[(2R,5R)-5-((S)-1-methoxymethoxy-pentadecyl)-tetrahydro-furan-2-yl]-butyraldehyde 
• 865091-38-9 (2R,2'R,5'R)-5'-((S)-1-Methoxymethoxy-pentadecyl)-tetrahydro-[2,2']bifuranyl-5-one 
• 865091-19-6 (2R,2'R,5'R,1'''S)-5'-(1'''-methoxymethoxy-pentadecyl)-2',3',4',5'-tetrahydro-2H-[2,2']bifuranyl-5-one 
• 865091-18-5 Acetic acid (R)-5-((S)-1-methoxymethoxy-pentadecyl)-tetrahydro-furan-2-yl ester 
• 865091-37-8 (R)-5-((S)-1-Methoxymethoxy-pentadecyl)-tetrahydro-furan-2-ol 
• 865091-17-4 (5R,1'S)-5-(1'-methoxymethoxy-pentadecyl)-dihydro-furan-2-one 
• 865091-50-5 (4R)-tert-butyl-(4-methoxymethoxy-oct-7-enyloxy)-diphenyl-silane 
• 865091-34-5 (5R)-5-pentadecanoyl-dihydro-furan-2-one 

Downstream Products

• 170902-34-8 (5S,2'R,8'R,11'R,2''R,5''R,1'''S)-5-methyl-3-{2',8',11'-trihydroxy-11'-[5''-(1'''-hydroxy-pentadecyl)-tetrahydro-furan-2''-yl]-undecyl}-5H-furan-2-one 

Relevant academic research and scientific papers

Total synthesis and structural confirmation of (+)-longicin

(Chemical Equation Presented) A stereocontrolled total synthesis of (+)-longicin, a representative of the class of mono-THF-acetogenins, is described. The strategy involves the utilization of D- and L-glutamic acids as chirons that correspond to two five-carbon segments harboring stereogenic centers at C4 and at C17 of the C32 polyketide-derived natural product. The use of Grubbs' RCM reaction as a novel "chain elongation" strategy for the synthesis of acetogenin-type structures and a new protocol for butenolide incorporation are also described.