142144-29-4

Upstream product

• 85272-31-7 di-tert-butylsilyl bis(trifluoromethanesulfonate) 
• 142144-28-3 (E)-(2S,3S,4R,5R)-1-benzyloxy-2,4,6-trimethyl-8-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-oct-6-en-3,5-diol 
• 237056-36-9 (2S,4R,6RS)-2-methyl-4,6-dimethoxytetrahydropyran 
• 142144-26-1 (E)-2-methyl-4-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-but-2-enal 
• 142144-25-0 (E)-(2S,4S,5R)-1-benzyloxy-5-hydroxy-2,4,6-trimethyl-8-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-oct-6-en-3-one 
• 148066-68-6 (2R,4R,6S)-2-(ethan-1-al)-4-(dimethoxy)-6-methyltetrahydropyran 
• 142144-27-2 (2R,4R,6S)-4-(dimethoxy)-6-methyl-2-(prop-1-enyl)tetrahydropyran 
• 116546-78-2 (S)-1-benzyloxy-2-methylpentan-3-one 

Downstream Products

• 142144-30-7 (2S,3S,4R,5S,6S,7S)-1-benzyloxy-2,4,6-trimethyl-8-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-3,5-di-tert-butylsilylenedioxyoctan-7-ol 
• 142144-31-8 (2S,3S,4S,5S,6S)-1-benzyloxy-2,4,6-trimethyl-8-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-3,5-di-tert-butylsilylenedioxyoctane 

Relevant academic research and scientific papers

The total synthesis of swinholide A. Part 1 : A stereocontrolled synthesis of a C19-C32 segment

The C19-C32 segment 10 of swinholide A was prepared in 15 steps (8% yield, 82% ds) from (±)-16. Key steps include (i) the Sharpless epoxidation, 16 → 17, (ii) the acetal allylation, 15 → 23, (iii) the anti aldol addition, 13 + 14 → 1

A Stereocontrolled Synthesis of a C19-C32/C17-C30 Segment for Swinholide A and Misakinolide A, Cytotoxic Dimeric Macrolides from Theonella Swinhoei.

The C19-C32/C17-C30 segment (-)-5 of swinholide A/misakinolide A was prepared in 15 steps (6percent yield) from (+/-)-13.Key steps include the Sharpless epoxidation, 13 -> 14, the acetal allylation, 12 -> 16, the anti aldol, 17 + 11 -> 9, and the alkene h