945402-07-3

Upstream product

• 1037197-81-1 (+)-(2S,4R,5R,6S)-5-hydroxy-7-((4-methoxybenzyl)oxy)-4,6-dimethyl-3-oxoheptan-2-yl benzoate 
• 1037198-76-7 (2S,4S,5R,6S)-5-(tert-butyldimethylsilyloxy)-7-(4'-methoxy-benzyloxy)-4,6-dimethylheptane-2,3-diol 
• 89238-99-3 O-(4-methoxybenzyl)-trichloroacetimidate 
• 1037197-86-6 (-)-(2S,4R,5R,6S)-5-((tert-butyldimethylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-4,6-dimethyl-3-oxoheptan-2-yl benzoate 
• 945402-06-2 ((2S,3S,4S)-1-(4-methoxybenzyloxy)-2,4-dimethylhex-5-en-3-yloxy)(tert-butyl)dimethylsilane 
• 945402-30-2 (2S,3S,4S)-1-((4-methoxybenzyl)oxy)-2,4-dimethylhex-5-en-3-ol 
• 200341-80-6 (+)-tert-butyl(((2S,3S,4S)-6,6-dibromo-1-((4-methoxybenzyl)-oxy)-2,4-dimethylhex-5-en-3-yl)oxy)dimethylsilane 
• 1037197-61-7 (+)-tert-butyl(((2S,3S,4S)-6,6-dibromo-1-((4-methoxybenzyl)-oxy)-2,4-dimethylhex-5-en-3-yl)oxy)dimethylsilane 
• 136320-64-4 (2R)-3-[(4-methoxybenzyl)oxy]-2-methylpropanol 
• 132969-60-9 (2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal 

Downstream Products

• 945402-31-3 ((2S,3S,4S)-1-(4-methoxybenzyloxy)-6-iodo-2,4-dimethylhex-5-yn-3-yloxy)(tert-butyl)dimethylsilane 
• 945402-08-4 ((2S,3S,4S,Z)-1-(4-methoxybenzyloxy)-6-iodo-2,4-dimethylhex-5-en-3-yloxy)(tert-butyl)dimethylsilane 
• 945402-12-0 1-(((3Z,5S,6S,7R,8R,11Z,13S,14R,15S,16Z)-8,14-bis(tert-butyldimethylsilyloxy)-17-iodo-5,7,13,15-tetramethylheptadeca-1,3,11,16-tetraen-6-yloxy)methyl)-4-methoxybenzene 
• 945402-13-1 (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,15Z,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-1,7,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,15,23,25-hexaen-9-ol 
• 945402-21-1 (2Z,4E,6R,7S,9R,10Z,12S,13R,14S,15Z,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-1,7,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,15,23,25-hexaen-9-ol 
• 945402-14-2 (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,15Z,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,15,23,25-hexaen-9-ol 
• 945402-36-8 C₆₉H₁₃₀O₇Si₅ 
• 945402-38-0 (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,15Z,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,15,23,25-hexaenoic acid 
• 945402-37-9 C₆₃H₁₁₄O₇Si₄ 
• 945403-12-3 (2Z,4E,6R,7S,9R,10Z,12S,13R,14S,15Z,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,15,23,25-hexaen-9-ol 
• 945402-41-5 C₆₉H₁₃₀O₇Si₅ 
• 945402-39-1 C₆₃H₁₁₄O₇Si₄ 
• 945402-40-4 C₆₃H₁₁₄O₈Si₄ 

Relevant academic research and scientific papers

Nhatrangin A: Total Syntheses of the Proposed Structure and Six of Its Diastereoisomers

A total synthesis of the proposed structure of nhatrangin A is described. This strategy relies on two aldol reactions to install the chiral centers at C3/C4 and C3′/C4′, a lithium-mediated coupling between an advanced intermediate alkyne and a Weinreb amide to complete the C1-C13 alkyl scaffold, and a Yamaguchi esterification to set the side chain. Discrepancies in the spectroscopic data between synthetic and natural nhatrangins led us to synthesize six more diastereoisomers of the proposed structure of nhatrangin A.

Total synthesis and biological evaluation of C16 analogs of (-)-dictyostatin

The structure-activity relationship of the crucial C16 region of (-)-dictyostatin was established through total synthesis of analogs followed by detailed biological characterization. A versatile synthetic strategy was used to prepare milligram quantities