677707-82-3

Upstream product

• 100-39-0 benzyl bromide 
• 677707-81-2 (S)-5-Phenylselanyl-pentane-1,2-diol 
• 51268-87-2 (4S)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol 
• 36326-39-3 Ethyl 4,5-O-isopropylidene-(S)-4,5-dihydroxypentanoate 
• 922-67-8 propynoic acid methyl ester 
• 863662-80-0 (S)-1-Benzyloxy-5-phenylselanyl-pentan-2-ol 
• 135027-61-1 Toluene-4-sulfonic acid 3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester 
• 64520-58-7 ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate 

Downstream Products

• 188443-03-0 ((2R,6S)-6-Benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid methyl ester 

Relevant academic research and scientific papers

Stereoselective synthesis of (+)-SCH 351448: A unique ligand system for sodium, calcium, and other cations

(+)-SCH 351448 (Na+ salt A) was synthesized employing ring-closing olefin metathesis reaction of an open diene diester intermediate for construction of the 28-membered macrodiolide structure. The open diene diester was prepared from the monomeric hydroxy carboxylic acid and two different olefin fragments. The monomeric hydroxy acid was synthesized via Julia-Julia coupling reaction of intermediates derived from the same olefinic fragments. Oxane units in these fragments were prepared by radical cyclization reactions of β-alkoxyacrylates. Analogous SCH 351448 salts incorporating other mono- and divalent cations may be prepared. Under acidic conditions, SCH 351448 (Na+ salt A) was the most stable complex, but SCH 351448 (Ca2+ salt) and (Na+ salt B) appear to be physiologically important species.

Total Synthesis of (+)-SCH 351448

Total synthesis of SCH 351448 was accomplished employing the ring-closing olefin metathesis reaction for the preparation of the 28-membered macrodiolide. Copyright