221677-65-2

Upstream product

• 122767-78-6 (S)-(+)-3-acetoxyhexadecanoic acid 
• 221677-51-6 (1R,2R,4'S,9''S)-1-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-2-<10''-(tert-butyldiphenylsilyloxy)-9''-(p-methoxybenzyloxy)decen-1''-yl>cyclopropane 
• 231299-12-0 tert-butyl-[2-(4-methoxy-benzyloxy)-9-(tetrahydro-pyran-2-yloxy)-nonyloxy]-diphenyl-silane 
• 221677-67-4 (-)-(S)-4-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)butyl 4-methylbenzenesulfonate 
• 221677-49-2 (S)-9-(tert-butyldiphenylsilyloxy)-8-(p-methoxybenzyloxy)-1-nonanyl bromide 
• 221677-48-1 (3S)-4-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-3-[(4-methoxybenzyl)oxy]butan-1-ol 
• 231299-11-9 (2S,4S)-tert-butyl-[2-(4-methoxy-phenyl)-[1,3]dioxan-4-ylmethoxy]-diphenyl-silane 
• 201853-25-0 (1S,2R)-2-((S)-2,2-dimethyl[1,3]dioxolan-4-yl)cyclopropane-1-carbaldehyde 
• 153861-49-5 (1R,2S,4'S)-1-(2',2'-dimethyl-1',3'-dioxolane-4'-yl)-2-(hydroxymethyl)cyclopropane 
• 103708-37-8 (2S,4S)-4-hydroxymethyl-2-(p-methoxymethyl)-1,3-dioxane 
• 221677-52-7 (2S,11R,12S)-1-(tert-butyldiphenylsilyloxy)-2-(p-methoxybenzyloxy)-11,12-methylene-9,13-octadiene 
• 221677-68-5 (2S,3R,4R,13S)-14-(tert-butyldiphenylsilyloxy)-13-(p-methoxybenzyloxy)-3,4-methylene-5-tetradecen-1,2-diol 
• 231299-10-8 (3R,3'S)-3-(3'-acetoxyhexadecanoylamino)-2-piperidinone 
• 231299-19-7 (2S,11S,12R)-2-(p-methoxybenzyloxy)-11,12-methyleneoctadecan-1-ol 

Relevant academic research and scientific papers

Study on fungitoxic 3-amino-2-piperidinone-containing lipids: Total syntheses of cepaciamides A and B

Total syntheses of cepaciamides A and B were accomplished. In the preparation of two fatty acid segments, (S)-malic acid was used as a chiral source to introduce (2S)-configuration. A known chiral cyclopropane derivative was introduced in the segment of cepaciamide A. The formation of (Z)-olefin in the segment of cepaciamide B was achieved by means of partial reduction of the acetylenic bond. Estexification between fatty acid segments and amide segment with DCC/DMAP and subsequent oxidative deprotection of the MPM group with CAN gave cepaciamides.

Total syntheses of cepaciamides A and B, novel fungitoxic 3-amino-2- piperidinone-containing lipids produced by Pseudomonas cepacia D-202

Total syntheses of cepaciamides A and B were accomplished. (R)-3-Amino- 2-piperidinone was obtained via cyclization of (R)-ornithine. The common amide-linked fatty acid was synthesized via Sharpless AD as the key step. Amide-formation was achieved with DEPC. In the preparation of two fatty acid segments, (S)-malic acid was used as the chiral source to introduce (2S)- configuration. A known chiral cyclopropane derivative was introduced in the segment of cepaciamide A. The formation of (Z)-olefin in the segment of cepaciamide B was achieved by means of partial reduction of the acetylenic bond. Esterification between the fatty acid-segments and the amide-segment with DCC/DMAP and subsequent oxidative deprotection of the MPM group with CAN gave cepaciamides.