338956-99-3

Upstream product

• 142860-83-1 1-(4-methoxybenzyloxy)-3-butene 
• 824-94-2 p-methoxybenzyl chloride 
• 142860-84-2 4-(p-methoxybenzyloxy)-1,2-epoxybutane 
• 158817-21-1 (E)-5-(4-methoxybenzyloxy)pent-2-en-1-ol 
• 195257-62-6 (R)-2-(2-((4-methoxybenzyl)oxy)ethyl)oxirane 
• 338956-95-9 (2S,3R)-2-iodomethyl-3-[2-(4-methoxybenzyloxy)ethyl]oxirane 
• 242808-65-7 ((2R,3R)-3-(2-(4-methoxybenzyloxy)ethyl)oxiran-2-yl)methanol 

Downstream Products

• 1434059-24-1 (R)-((3S,6S)-3-(4-methoxybenzyloxy)pentadec-1-en-6-yl) 3-(tertbutyldimethylsilyloxy)pent-4-enoate 
• 1434059-26-3 (R)-((3S,6S)-3-(4-methoxybenzyloxy)pentadec-1-en-6-yl) 3-hydroxypent-4-enoate 
• 338956-92-6 (5Z,7E,1R,3S,20S)-1,3-bis(tert-butyldimethylsilyloxy)-20-(3-methyl-3-trimethylsilyloxybutyloxy)-9,10-secopregna-5,7,10⁽¹⁹⁾-triene 
• 338956-85-7 (Z,3R,5S)-2-[3,5-bis(tert-butyldimethylsilyl)oxy-2-methylenecyclohexylideneethyl]diphenylphosphine oxide 
• 338956-81-3 (Z,3R,5S)-[3,5-bis(tert-butyldimethylsilyl)oxy-2-methylenecyclohexylidene]ethanol 
• 338956-83-5 (Z,3R,5S)-2-[3,5-bis(tert-butyldimethylsilyl)oxy-2-methylenecyclohexylidene]-1-chloroethane 

Relevant academic research and scientific papers

Total synthesis and revision of the absolute configuration of seimatopolide B

The asymmetric total synthesis of natural seimatopolide B along with its enantiomer is described starting from readily available 5-hexen-1-ol and 3-buten-1-ol. The key steps involved are Jacobson hydrolytic kinetic resolution, proline-catalyzed α-hydroxyl

Total synthesis of (+)-seimatopolide A

The first enantioselective total synthesis of a polyhydroxylated macrolide, (+)-seimatopolide A, was achieved. The key reactions, Sharpless asymmetric dihydroxylation, Yamaguchi esterification, and ring-closing metathesis, provided easy access to the target molecule from L-aspartic acid. Further, the absolute stereochemistry of the natural product has also been revised. The first total synthesis of a new macrolide, (+)-seimatopolide A, was achieved starting from the natural amino acid L-aspartic acid by using Sharpless asymmetric dihydroxylation, Yamaguchi esterification, and ring-closing metathesis reactions as key steps. The stereochemistry of the natural product was revised. Copyright

Synthesis and evaluation of A-ring diastereomers of 1α,25-dihydroxy-22-oxavitamin D3 (OCT)

A-ring diastereomers of 1α,25-dihydroxy-22-oxavitamin D3 (OCT) (2), 3-epi-1α,25-dihydroxy-22-oxavitamin D3 (3-epiOCT) (3) and 1,3-diepi-1α,25-dihydroxy-22-oxavitamin D3 (1,3-diepiOCT) (4) were synthesized by the convergent method. In vitro binding affinity for rat vitamin D binding protein and calf-thymus vitamin D receptor, differentiation-inducing activity on HL-60 cells, and transcriptional activity of 3-epiOCT (3) and 1,3-diepiOCT (4) were evaluated in comparison with OCT (2), 1-epi-1α,25-dihydroxy-22-oxavitamin D3 (1-epiOCT) (5) and 1α,25-dihydroxyvitamin D3 (1).