274693-86-6

Upstream product

• 144401-98-9 (S)-2-(4-methoxybenzyloxy)propionic acid ethyl ester 
• 207789-81-9 Toluene-4-sulfonic acid (1S,3S)-3-(4-methoxy-benzyloxy)-1-methyl-butyl ester 
• 824-94-2 p-methoxybenzyl chloride 
• 72345-23-4 (2S,4S)-pentane-2,4-diol 
• 274693-83-3 (2R,4S)-4-(4-Methoxy-benzyloxy)-2-methyl-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide 
• 274693-84-4 (2R,4S)-4-(4-Methoxy-benzyloxy)-2-methyl-pentanoic acid 
• 274693-82-2 1-((S)-2-Iodo-1-methyl-ethoxymethyl)-4-methoxy-benzene 
• 122151-36-4 (S)-2-O-(4'-methoxybenzyl)propan-1,2-diol 
• 89238-99-3 O-(4-methoxybenzyl)-trichloroacetimidate 
• 274693-85-5 (2R,4S)-4-(4-Methoxy-benzyloxy)-2-methyl-pentan-1-ol 
• 207789-82-0 (2R,4S)-4-(4-Methoxy-benzyloxy)-2-methyl-pentanenitrile 

Downstream Products

• 274693-81-1 1-((E)-(1S,3R)-5-Iodo-1,3-dimethyl-pent-4-enyloxymethyl)-4-methoxy-benzene 
• 207789-84-2 (3R,4S,5R,7S)-3,4-Dihydroxy-7-(4-methoxy-benzyloxy)-5-methyl-octan-2-one 
• 207789-85-3 (3R,4S,5R,7S)-3,4-bis(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-5-methyloctan-2-one 
• 309241-36-9 (E)-(3R,5S,8R,9S,10R,12S)-3,8,9-Tris-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-1-iodo-12-(4-methoxy-benzyloxy)-2,3,10-trimethyl-tridec-1-en-7-one 
• 274693-95-7 (E)-(2S,4R,9R,11R,12S)-11,13-Bis-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-4,11,12-trimethyl-9-triisopropylsilanyloxy-tridec-5-en-7-ol 
• 274693-96-8 (E)-(2S,4R,9S,11R,12S)-11,13-Bis-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-4,11,12-trimethyl-9-triisopropylsilanyloxy-tridec-5-en-7-one 
• 207789-83-1 (E)-(5R,7S)-7-(4-Methoxy-benzyloxy)-5-methyl-oct-3-en-2-one 

Relevant academic research and scientific papers

Total syntheses of amphidinolides B, G, and H

Not one, not two, but three: Total syntheses of amphidinolides B, G, and H, which exhibit strong, nanogram-scale cytotoxicity against various tumor cell lines, have been executed. The synthetic strategy relied on implementation of a diene construction protocol and a diastereoselective aldol process. The 26- and 27-membered macrocyclic lactone rings were efficiently constructed by using ring-closing metathesis (RCM). Copyright

Enantioselective synthesis of the C14-C25 portion of the cytotoxic natural product, amphidinolide B1

The C14-C25 portion of the cytotoxic natural product, amphidinolide B1 (1), was synthesized enantioselectively using Myers asymmetric alkylation protocol, epoxide opening with higher order cuprate, Sharpless asymmetric epoxidation of allylic alcohol 17, a

Studies Towards a Total Synthesis of Amphidinolide B. Stereocontrolled Synthesis of the C14-C26 Polyol Fragment

A practical synthesis of the C14-C26 polyol unit 2 in amphidinolides B1 and B2, 1, is described which involves elaboration of the chiral unsaturated aldehyde 4 and the chiral ketone 5, followed by crossed-aldolisation of 4 and 5 in the presence of LiHMDS at -78 deg C, as key steps.