73814-98-9

Upstream product

• 781642-34-0 (3E,5R,6S)-8-(benzyloxy)-6-hydroxy-5-methyloct-3-enoic acid methyl ester 
• 19790-60-4 3-Benzyloxypropanal 
• 4799-68-2 3-benzyloxypropan-1-ol 
• 922493-39-8 C₁₆H₂₂O₃ 
• 909803-71-0 (3S,4R)-1-Benzyloxy-4-methyl-hex-5-en-3-ol 
• 111466-55-8 ((2S,3S)-3-(2-(benzyloxy)ethyl)oxiran-2-yl)methanol 
• 909803-77-6 (2S,3S)-5-Benzyloxy-3-hydroxy-2-methyl-pentanal 
• 142929-76-8 (2S,3S)-5-Benzyloxy-3-hydroxy-2-methyl-pentanoic acid ethyl ester 
• 917-64-6 methyl magnesium iodide 
• 73814-97-8 [(2R,3S)-3-(2-Benzyloxy-ethyl)-oxiranyl]-methanol 
• 87205-38-7 (+/-)-(2R,3R)-5-benzyloxy-2,3-epoxy-1-pentanol 
• 95112-81-5 (S)-ethyl 5-benzyloxy-3-hydroxypentanoate 
• 89923-31-9 (E)-5-(benzyloxy)pent-2-en-1-ol 
• 22273-77-4 ((but-3-yn-1-yloxy)methyl)benzene 

Downstream Products

• 848139-83-3 (2S,3S)-5-Benzyloxy-1-iodo-2-methyl-pentan-3-ol 
• 922493-40-1 (2R,3S)-1-[(tert-butyldiphenylsilyl)oxy]-5-benzyloxy-2-methyl-3-pentanol 
• 740836-05-9 [(3S,4R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentyloxymethyl]-benzene 
• 142929-77-9 (2R,3S)-2-methyl-1,3-O-(1-methylethylidene)-5-O-(phenylmethyl)-1,3,5-pentanetriol 
• 922493-57-0 (Z)-ethyl 6-((2R,5R,8R,11R,12S)-8-benzyl-2-isopropyl-5,12-dimethyl-3,6,9,13-tetraoxo-1,4,7,10-tetraazacyclotridecan-11-yl)hex-4-enoate 
• 922493-56-9 (2R,5R,8R,11S,12R)-(Z)-12-amino-2-benzyl-8-isopropyl-5,11-dimethyl-4,7,10,18-tetraoxo-19-oxa-3,6,9-triazahenicos-14-en-1-oic acid 
• 922493-55-8 C₃₈H₆₀N₄O₉ 
• 922493-52-5 C₃₆H₅₇N₅O₈ 
• 922493-47-8 C₃₁H₄₆N₂O₄Si 
• 922493-46-7 C₃₁H₄₅NO₅Si 
• 922493-45-6 C₃₃H₄₉NO₅Si 
• 922493-44-5 (3R,4S)-3-[(tert-butyloxycarbonyl)amino]-5-[(tert-butyldiphenylsilyl)oxy]-4-methylpentanal 
• 922493-43-4 C₂₇H₄₁O₄SiN 
• 922493-42-3 C₃₄H₄₇O₄SiN 

Relevant academic research and scientific papers

Total synthesis of azumamides A and E

A zoom in on azumamides (2): An efficient synthetic route for two of the newly discovered marine natural products, namely azumamides A and E, has been developed (see picture). The present synthesis was followed by determination of the stereochemical structure of the azumamides. (Chemical Equation Presented)

Synthesis and biological activity of mycalolide analogs

Mycalolide analog 4, consisting only of the side chain of mycalolide B (2), a trisoxazole macrolide of marine origin, was stereoselectively synthesized using Roush crotylboration, an Evans aldol reaction, and a Paterson aldol reaction as key steps. The an

Total synthesis of basiliskamides A and B

(Chemical Equation Presented) The first enantioselective synthesis of the polyketide antibiotics basiliskamides A and B, which exhibit potent in vivo activity against Candida albicans and Aspergillus fumigatus, has been achieved. Serial asymmetric crotylsilane and crotylboronate additions established the C7-C10 stereochemical tetrad. Takai iodoolefination and palladium-mediated cross-coupling were used to install the (Z,E)-vinyl acrylamide. Spectroscopic data is consistent with the assignment of the absolute configurations of the natural products as (7S,8S,9R,10S).

Synthesis and actin-depolymerizing activity of mycalolide analogs

Mycalolide analog 4, consisting only of the side chain of mycalolide B (2), was stereoselectively synthesized and was found to have strong actin-depolymerizing activity.

Enantio- and stereocontrolled formation of the bisspiroacetal core of spirolide B

The bisspiroacetal core of spirolide B, a marine natural toxin, was synthesized from triketone 10 via one-step bisspiroacetalization, methylation, and silylation accompanied by isomerization of the C-15 spirocenter. The equilibrium of two isomers under ac