628293-08-3

Upstream product

• 628293-05-0 (1R,2R,3R)-8-benzyloxy-2-methoxymethoxy-1,3-dimethyl-1-((Z)-prop-1-enyl)oct-4-ynyl 2-oxobutanoate 
• 725724-77-6 (2S,3R,4R)-9-benzyloxy-3-methoxymethoxy-4-methylnon-5-yn-2-ol 
• 628293-03-8 (3R,4R)-9-benzyloxy-3-methoxymethoxy-4-methylnon-5-yn-2-one 
• 725724-76-5 (3R,4R,5S)-5-[(tert-butyldimethylsilyl)oxy]-4-methoxymethoxy-3-methylhex-1-yne 
• 320716-53-8 (1R,2R)-1-{(1S)-1-[(tert-butyldimethylsilyl)oxy]ethyl}-2-methylbut-3-yn-1-ol 
• 54314-84-0 1-[(3-bromopropoxy)methyl]-benzene 
• 1026334-87-1 Methanesulfonic acid (E)-(3R,6R,7R)-12-benzyloxy-6-methoxymethoxy-1,3,5,7-tetramethyl-dodec-4-en-8-ynyl ester 
• 628293-06-1 (E)-(4R,7R,8R)-13-benzyloxy-7-methoxymethoxy-4,6,8-trimethyltridec-5-en-9-yn-2-one 
• 725724-80-1 (2RS,4R,5E,7R,8R)-13-benzyloxy-7-methoxymethoxy-4,6,8-trimethyltridec-5-en-9-yn-2-ol 
• 628293-07-2 (6R,7R,8E,10R)-1-benzyloxy-7-methoxymethoxy-6,8,10-trimethyltridec-8-en-4-yne 
• 628293-02-7 (5R,6S)-5-((R)-7-(benzyloxy)hept-3-yn-2-yl)-6,8,8,9,9-pentamethyl-2,4,7-trioxa-8-siladecane 

Downstream Products

• 91920-88-6 zincophorin 
• 1026590-46-4 [(E)-(1R,4R)-1-((E)-(R)-6-Benzyloxy-1-methyl-hex-2-enyl)-2,4-dimethyl-hept-2-enyloxy]-tert-butyl-dimethyl-silane 
• 628293-09-4 (4E,6R,7R,8E,10R)-1-benzyloxy-6,8,10-trimethyltrideca-4,8-dien-7-ol 

Relevant academic research and scientific papers

Total synthesis of zincophorin and its methyl ester

A total synthesis of the naturally occurring ionophore zincophorin has been realized. The route features an intramolecular oxymercuration of a cyclopropanemethanol and a Carroll-Claisen rearrangement for the respective elaboration of the C1-C12 and C13-C25 subunits, which have been assembled by using a highly diastereoselective titanium-mediated aldol condensation.

Total Synthesis of Zincophorin Methyl Ester

(Equation presented) A convergent total synthesis of the methyl ester of zincophorin, an ionophore antibiotic, has been realized relying on a diastereoselective titanium-mediated aldol coupling between the C1-C12 and C13-C25 subunits. The latter fragment