338956-97-1

Upstream product

• 146916-76-9 5-(4-methoxyphenyl)methoxy-2-pentyn-1-ol 
• 218434-90-3 1-but-3-ynyloxymethyl-4-methoxy-benzene 
• 2746-25-0 p-Methoxybenzyl bromide 
• 119649-27-3 4-((4-methoxybenzyl)oxy)butanal 
• 142860-83-1 1-(4-methoxybenzyloxy)-3-butene 
• 824-94-2 p-methoxybenzyl chloride 
• 142860-84-2 4-(p-methoxybenzyloxy)-1,2-epoxybutane 
• 2181-42-2 trimethylsulphonium iodide 
• 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 
• 158817-21-1 (E)-5-(4-methoxybenzyloxy)pent-2-en-1-ol 

Downstream Products

• 952092-37-4 (R)-3-methoxy-5-(4-methoxybenzyloxy)pent-1-ene 
• 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 
• 1437789-15-5 (5R,9S)-7,7-diisopropyl-1-(4-methoxyphenyl)-5,9-divinyl-2,6,8-trioxa-7-silatridecane 
• 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 
• 233609-28-4 (R)-2-methoxy-4-(4-methoxybenzyloxy)butyraldehyde 
• 952092-39-6 (2R,3R,4R)-2-[(1R,2S,4S)-2-benzyloxy-4-hydroxy-3,3-dimethylcyclobutyl]-4-methoxy-6-(4-methoxybenzyloxy)hexane-1,3-diol 
• 952092-38-5 (1S,4S,5S,6S)-6-benzyloxy-4-[(1R,2R)-1-hydroxy-2-methoxy-4-(4-methoxybenzyloxy)butyl]-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-3-one 

Relevant academic research and scientific papers

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

Stereoselective Synthesis of the C(1)?–?C(28) Fragment of Amphidinol 3

A stereoselective synthesis of the polyol side chain (C(1)?–?C(28)) of amphidinol 3 has been accomplished following Sharpless epoxidation, Crimmins aldol reaction, Jacobsen kinetic resolution, Sharpless asymmetric dihydroxylation, and our own reaction for

Total synthesis of umuravumbolide and hyptolide through silicon-tethered ring-closing metathesis

The total synthesis of umuravumbolide and hyptolide has been achieved in a efficient manner by using temporary silicon-tethered ring-closing metathesis and cross-coupling reactions as key steps. The stereogenic centres were generated by means of proline-catalysed α-aminoxylation of aldehydes and Brown's asymmetric allylation method. An efficient total synthesis of umuravumbolide and hyptolide has been achieved by using temporary silicon-tethered ring-closing metathesis. The stereogenic centres were generated by using asymmetric allyl boration and proline-catalysed α-aminoxylation with high degrees of enantioselectivity. Copyright

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

Stereoselective synthesis of umuravumbolide

An efficient stereoselective total synthesis of umuravumbolide has been developed. The key features of the synthesis include Jacobsen resolution, Wadsworth Emmons olefination and silyl-tethered ring closing metathesis.

Pestalotiopsin A. Side chain installation and exhaustive probing of olefin metathesis as a possible tool for elaborating the cyclononene ring

(Chemical Equation Presented) A program directed toward an asymmetric synthesis of pestalotiopsin A is described. The routing begins with the dextrorotatory cyclobutanol 37, which is combined with the enantiomerically defined building blocks ent-15 and 16

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).