208581-49-1

Upstream product

• 172225-74-0 (4R,5S)-3-[(2R,3S)-3-Hydroxy-5-methoxymethoxy-2-((E)-styryl)-pentanoyl]-4-methyl-5-phenyl-oxazolidin-2-one 
• 1027043-80-6 Toluene-4-sulfonic acid (2S,3S)-3-hydroxy-5-methoxymethoxy-2-((E)-styryl)-pentyl ester 
• 172225-75-1 (2S,3S)-5-Methoxymethoxy-2-((E)-styryl)-pentane-1,3-diol 
• 208581-47-9 (2S,3S)-3-[2-(4-Methoxy-benzyloxy)-ethyl]-2-methyl-2-((Z)-styryl)-oxirane 
• 208581-53-7 (E)-ethyl 5-(4-methoxyphenylmethyloxy)-2-methyl-2-pentenoate 
• 208581-46-8 (2S,3S)-2,3-epoxy-5-(p-methoxybenzyl)oxy-2-methyl-1-pentanal 
• 208581-45-7 (E)-5-(4-methoxyphenylmethyloxy)-2-methyl-2-pentenol 
• 208581-55-9 (2S,3S)-2,3-epoxy-5-(p-methoxybenzyl)oxy-2-methyl-1-pentanol 
• 172225-76-2 (E)-(3S,4R)-1-Methoxymethoxy-4-methyl-6-phenyl-hex-5-en-3-ol 

Downstream Products

• 642087-12-5 (E)-(3S,4R)-3-Hydroxy-4-methyl-6-phenyl-hex-5-enal 
• 1609178-46-2 (2E,5S,6R,7E)-ethyl 5-hydroxy-6-methyl-8-phenylocta-2,7-dienoate 
• 172225-71-7 (S)-2-(3-tert-Butoxycarbonylamino-propionyloxy)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(4-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester 
• 172225-78-4 (S)-2-(4-Methoxy-benzyloxy)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(4-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester 
• 1026176-43-1 (S)-2-Hydroxy-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(4-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester 
• 1026075-66-0 (S)-2-(4-Methoxy-benzyloxy)-4-methyl-pentanoic acid (E)-(1S,2R)-1-(2-hydroxy-ethyl)-2-methyl-4-phenyl-but-3-enyl ester 
• 1027174-40-8 (S)-2-(4-Methoxy-benzyloxy)-4-methyl-pentanoic acid (E)-(1S,2R)-2-methyl-1-(2-oxo-ethyl)-4-phenyl-but-3-enyl ester 
• 162473-75-8 (S)-2-(4-Methoxy-benzyloxy)-4-methyl-pentanoic acid (E)-(1S,2R)-1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-methyl-4-phenyl-but-3-enyl ester 
• 162473-78-1 desepoxyarenastatin A 
• 208581-50-4 (3S,4R,5E)-3-{[tert-butyl(dimethyl)silyl]oxy}-4-methyl-6-phenylhex-5-en-1-ol 
• 162465-28-3 (5S)-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-8-phenyl-(2E,7E)-octadienoic acid methyl ester 
• 162465-27-2 (3S,4R,5E)-3-[(tert-butyldimethylsilyl)oxy]-4-methyl-6-phenyl-5-hexenal 
• 188926-26-3 {(1E,3R,4S)-4,6-bis{[(tert-butyl)dimethylsilyl]oxy}-3-methylhex-1-enyl}benzene 

Relevant academic research and scientific papers

Syn -Selective crotylation of aldehydes using bismuth-crotyl bromide-(1-butyl-3-methylimidazolium bromide) combination: Some synthetic applications

The Bi-[bmim][Br] combination has been found to offer high syn-selectivity in the crotylation of aldehydes with crotyl bromide using practically stoichiometric amounts of the reagents. The room temperature ionic liquid (RTIL), [bmim][Br], activated Bi metal in the presence of oxygen to produce crotylbismuthdibromide, which reacted with the aldehydes at room temperature. The major anti-syn diastereomeric product obtained from the crotylation of (R)-cyclohexylideneglyceraldehyde was utilized for the synthesis of dictyostatin and cryptophycin segments, and (+)-cis-aerangis lactone, using standard synthetic protocols.

A short enantioselective synthesis of a component of cryptophycin A and arenastatin A

Synthesis of 1, a component of cryptophycin A 2 and arenastatin A 3, was achieved by applying palladium-catalyzed reductive ring opening of optically active alkenyl oxirane 13 for the construction of the vicinal stereogenic centers.

Improved total synthesis and structure-activity relationship of arenastatin A, a potent cytotoxic spongean depsipeptide

An efficient asymmetric synthesis of a cyclic depsipeptide arenastatin A (1) is described. 1, isolated from the marine sponge Dysidea arenaria, exhibited extremely potent cytotoxicity with IC50 of 5 pg/ml for KB cells, and in this context the s