870095-89-9

Upstream product

• 853193-61-0 (-)-(3S,5E)-1-benzyloxyhept-5-en-3-ol 
• 922-67-8 propynoic acid methyl ester 

Downstream Products

• 858676-47-8 (+)-methyl (2S,3S,4S,6R)-[6-(2-benzyloxyethyl)-3-methyl-(4-triisopropylsilanyloxy)-tetrahydropyran-2-yl]-acetate 
• 858676-45-6 (+)-methyl (2S,3S,4S,6R)-[6-(2-benzyloxyethyl)-4-hydroxy-3-methyltetrahydropyran-2-yl]-acetate 
• 858676-46-7 [(2S,3R,4S,6R)-6-(2-Benzyloxy-ethyl)-4-hydroxy-3-methyl-tetrahydro-pyran-2-yl]-acetic acid 

Relevant academic research and scientific papers

Total synthesis of the marine natural product (-)-clavosolide A

The total synthesis of the marine metabolite clavosolide A is reported which confirms the structure and absolute configuration of the natural product as the symmetrical diolide glycosylated by permethylated D-xylose moieties, 2.

Stereoselective synthesis of the tetrahydropyran core of polycarvernoside A

(Chemical Equation Presented) A concise and stereoselective synthesis of the tetrasubstituted tetrahydropyran core of polycavernoside A was achieved in 55% overall yield from 3-benzyloxypropanal. A stereoselective allyl transfer reaction was used in the synthesis of enol ether 18 followed by a TFA-mediated cyclization to create the three new asymmetric centers in the tetrahydropyran with complete stereocontrol in a single-pot process.