869732-09-2

Upstream product

• 1601460-57-4 (2S,4R)-5-(3-(benzyloxy)-5-bromo-2-methoxyphenyl)-1-((tert-butyldimethylsilyl)oxy)-4-methylpentan-2-ol 
• 1601460-58-5 (((2S,4R)-5-(3-(benzyloxy)-5-bromo-2-methoxyphenyl)-2-methoxy-4-methylpentyl)oxy)(tert-butyl)dimethylsilane 
• 1601460-59-6 (2S,4R)-5-(3-(benzyloxy)-5-bromo-2-methoxyphenyl)-2-methoxy-4-methylpentan-1-ol 
• 869732-16-1 (2S,4R)-5-(3-(benzyloxy)-5-bromo-2-methoxyphenyl)-2-methoxy-4-methylpentanal 
• 869732-10-5 1-(benzyloxy)-5-bromo-2-methoxy-3-((2R,4S,5R,6S)-4-methoxy-5-(methoxymethoxy)-2,6-dimethylnon-7-yn-1-yl)benzene 
• 869732-13-8 3-(benzyloxy)-5-bromo-2-methoxybenzaldehyde 
• 1601460-53-0 (3-(benzyloxy)-5-bromo-2-methoxyphenyl)methanol 
• 1601460-51-8 1-(benzyloxy)-5-bromo-3-(bromomethyl)-2-methoxybenzene 
• 869732-18-3 (2E,6S,7S,8E,10S,11R,12S,14R)-ethyl 15-(3-(benzyloxy)-5-bromo-2-methoxyphenyl)-7-hydroxy-6,12-dimethoxy-11-(methoxymethoxy)-2,8,10,14-tetramethylpentadeca-2,8-dienoate 
• 869732-32-1 (2E,6S,7S,8E,10S,11R,12S,14R)-ethyl 15-(3-(benzyloxy)-5-bromo-2-methoxyphenyl)-7-((tert-butyldimethylsilyl)oxy)-6,12-dimethoxy-11-(methoxymethoxy)-2,8,10,14-tetramethylpentadeca-2,8-dienoate 
• 869732-33-2 (2E,6S,7S,8E,10S,11R,12S,14R)-15-(3-(benzyloxy)-5-bromo-2-methoxyphenyl)-7-((tert-butyldimethylsilyl)oxy)-6,12-dimethoxy-11-(methoxymethoxy)-2,8,10,14-tetramethylpentadeca-2,8-dienoic acid 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 1601460-54-1 (3R,5S)-3-(3-(benzyloxy)-5-bromo-2-methoxybenzyl)-5-(((tert-butyldimethylsilyl)oxy)methyl)dihydrofuran-2(3H)-one 
• 1601460-55-2 (3R,5S)-3-(3-(benzyloxy)-5-bromo-2-methoxybenzyl)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydro-furan-2-ol 

Downstream Products

• 869732-34-3 (4E,10E)-(8S,9S,12S,13R,14S,16R)-20-Benzyloxy-9-hydroxy-8,14,19-trimethoxy-13-methoxymethoxy-4,10,12,16-tetramethyl-2-aza-bicyclo[16.3.1]docosa-1⁽²²⁾,4,10,18,20-pentaen-3-one 
• 869732-20-7 (4E,8S,9S,10E,12S,13R,14S,16R)-carbamic acid 20-(benzyloxy)-13-(methoxymethoxy)-4,10,12,16-tetramethyl-8,14,19-trimethoxy-3-oxo-2-azabicyclo[16.3.1]docosa-1⁽²¹⁾,4,10,18⁽²²⁾,19-pentaen-9-yl ester 
• 869732-19-4 (4E,8S,9S,10E,12S,13R,14S,16R)-20-(benzyloxy)-9-(tertbutyldimethylsilyloxy)-13-(methoxymethoxy)-4,10,12,16-tetramethyl-,14,19-trimethoxy-2-azabicyclo[16.3.1]docosa-1⁽²¹⁾,4,10,18⁽²²⁾,19-pentaen-3-one 
• 869732-34-3 (4E,8S,9S,10E,12S,13R,14S,16R)-20-(benzyloxy)-9-hydroxy-13-(methoxymethoxy)-4,10,12,16-tetramethyl-14,19-trimethoxy-2-azabicyclo[16.3.1]docosa-1⁽²¹⁾,4,10,18⁽²²⁾,19-pentaen-3-one 
• 869732-20-7 (4E,8S,9S,10E,12S,13R,14S,16R)-carbamic acid-20-(benzyloxy)-13-(methoxymethoxy)-4,10,12,16-tetramethyl-8,14,19-trimethoxy-3-oxo-2-azabicyclo[16.3.1]docosa-1⁽²¹⁾,4,10,18⁽²²⁾,19-pentaen-9-yl ester 
• 869732-19-4 (4E,8S,9S,10E,12S,13R,14S,16R)-20-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-13-(methoxymethoxy)-4,10,12,16-tetramethyl-8,14,19-trimethoxy-2-aza-bicyclo[16.3.1]docosa-1⁽²¹⁾,4,10,18⁽²²⁾,19-pentaen-3-one 

Relevant academic research and scientific papers

Total synthesis of reblastatin: Convenient preparation of coupling partners and scaled assembly

Potentially scalable total synthesis of reblastatin was achieved based on Panek's previous study. Novel and convenient synthetic routes were developed for the known C8-C20 and C1-C7 coupling partners. The challenging C8-C20 fragment was prepared from TBS

Total synthesis of reblastatin

Enantioselective total synthesis of reblastatin is described. The synthesis highlights hydrozirconation, transmetalation, aldehyde addition sequence to install E-trisubstituted olefin and C7 stereocenter, and the first use of an intramolecular Buchwald-like amidation reaction to close the 19-membered macrolactam. Copyright