1396008-65-3

Upstream product

• 1396008-63-1 (4R)-3-[(2S)-2-phenyl-3-(N-benzylamino)propanoyl]-4-isopropyl-5,5-dimethyloxazolidin-2-one 
• 133835-24-2 13-(pyridin-3′-yl)tridecanal 
• 223906-38-5 (4R)-5,5-dimethyl-4-(propan-2-yl)-1,3-oxazolidin-2-one 
• 133835-23-1 3-(1'-hydroxytridec-13'-yl)pyridine 
• 492-38-6 2-phenylacrylic acid 
• 1396008-60-8 2-phenylacrylic pivalic anhydride 
• 1396008-64-2 (4R)-3-{(2S)-2-phenyl-3-[N-benzyl-N-(13-(pyrinin-3-yl)tridecyl)amino]propanoyl}-4-isopropyl-5,5-dimethyloxazolidin-2-one 
• 1396008-62-0 (4R)-3-[(2S)-2-phenyl-3-(N,N-dibenzylamino)propanoyl]-4-isopropyl-5,5-dimethyloxazolidin-2-one 
• 1396008-61-9 (R)-3-(2-phenylacryloyl)-4-isopropyl-5,5-dimethyloxazolidin-2-one 

Downstream Products

• 1021487-41-1 (-)-(S)-nakinadine B 
• 1396008-61-9 (R)-3-(2-phenylacryloyl)-4-isopropyl-5,5-dimethyloxazolidin-2-one 
• 1396008-62-0 (4R)-3-[(2S)-2-phenyl-3-(N,N-dibenzylamino)propanoyl]-4-isopropyl-5,5-dimethyloxazolidin-2-one 
• 1396008-66-4 (4R)-3-[(2R)-2-phenyl-3-(N,N-dibenzylamino)propanoyl]-4-isopropyl-5,5-dimethyloxazolidin-2-one 
• 1396008-63-1 (4R)-3-[(2S)-2-phenyl-3-(N-benzylamino)propanoyl]-4-isopropyl-5,5-dimethyloxazolidin-2-one 
• 1396008-67-5 C₄₀H₆₁N₃O₅ 

Relevant academic research and scientific papers

Asymmetric synthesis of the marine alkaloid (-)-(S)-nakinadine C

The first asymmetric synthesis of the marine alkaloid (-)-(S)-nakinadine C is described. This synthesis employs the conjugate addition of lithium dibenzylamide to an N-α-phenylacryloyl SuperQuat derivative followed by diastereoselective protonation of the intermediate enolate using 2-pyridone as the key step to introduce the stereochemistry. (-)-(S)-Nakinadine C was isolated in 13% yield over 9 steps from commercially available atropic acid, 98:2 dr [(Z):(E) ratio] and >99% ee.

(-)-(S)-Nakinadine B: First asymmetric synthesis

(-)-(S)-Nakinadine B has been synthesized for the first time (in 9 steps and 17% overall yield from commercially available atropic acid) using the conjugate addition of lithium dibenzyl-amide to an N-α-phenylacryloyl SuperQuat derivative with in situ dias