204845-25-0

Upstream product

• 205526-51-8 (R)-2-[((R)-4-[1,3]Dioxolan-2-yl-1-methyl-butyl)-(2,4,6-trimethoxy-benzyl)-amino]-2-phenyl-ethanol 
• 152615-80-0 (3R,8aS)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo<3,2-a>pyridine 
• 205526-50-7 (2R,4R)-N-(2,4,6-trimethoxybenzyl)-2-methyl-4-phenyl-1,3-oxazolidine 
• 204845-22-7 (R)-N-2,4,6-trimethoxybenzylphenylglycinol 
• 56613-80-0 D-2-phenylglycinol 
• 177981-20-3 (6R)-1-[(1R)-2-hydroxy-1-phenylethyl]-6-methyl-2-piperidone 

Downstream Products

• 191470-44-7 (-)-(2'R)-((2R,6S)-2,6-dimethylpiperidin-1-yl)-2'-phenylethanol 
• 175274-14-3 (2R)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-methylpiperidine 
• 503843-17-2 (2R,6R)-2-[3-(1,3-dioxolan-2-yl)propyl]-1-[(1R)-2-hydroxy-1-phenylethyl]-6-methylpiperidine 
• 5119-88-0 (+)-(2R)-2-methylpiperidine hydrochloride 
• 214267-62-6 (2R,6R)-(+)-2-methyl-6-phenylpiperidine 
• 792183-69-8 (5R,9R)-5-methylindolizidine 
• 786638-03-7 (4R,9aS)-4-methylquinolizidine 
• 503843-20-7 (2R,6R)-2-[2-(1,3-dioxan-2-yl)ethyl]-1-[(1R)-2-hydroxy-1-phenylethyl]-6-methylpiperidine 
• 217499-52-0 (2R,6S,1'R)-N-(2-hydroxy-1-phenylethyl)-2-methyl-6-undecylpiperidine 
• 88057-00-5 (2R,6S)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-methyl-6-propylpiperidine 
• 501-02-0 (-)-pinidine 

Relevant academic research and scientific papers

Enantioselective synthesis of piperidine, indolizidine, and quinolizidine alkaloids from a phenylglycinol-derived δ-lactam

Starting from a common lactam, (3R,8aS)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (1), or its enantiomer, the enantioselective synthesis of 2-alkylpiperidines and cis- and trans-2,6-dialkylpiperidines is reported. The potential of this approach is illustrated by the synthesis of the piperidine alkaloids (R)-coniine, (2R,6S)-dihydropinidine, (2R,6R)-lupetidine, and (2R,6R)-solenopsin A, the indolizidine alkaloids (5R,8aR)-indolizidine 167B and (3R,5S,8aS)-monomorine I, and the nonnatural base (4R,9aS)-4-methylquinolizidine.

Facile diastereoselective reactions of chiral 1,3-oxazolidines with grignard reagents; asymmetric syntheses of 2-substituted and 2,6-disubstituted piperidines

(S)- and (R)-2-Phenylpiperidines, (S)- and (R)-2-methylpiperidines, meso- and (2R, 6R)-2,6-diphenylpiperidines, and meso- and (25, 65)-2,6-dimethylpiperidines were synthesized asymmetrically starting from the diastereoselective addition of Grignard reagents to chiral 1,3-oxazolidines, converting of 1-aza-4-oxabicyclo[4.3.0]nonane derivatives as pivotal intermediates.

Synthesis of enantiopure piperidines. Total synthesis of (2R,6S)-2-methyl-6-propylpiperidine [(-)-dihydropinidine]

Enantiomerically pure 2-alkyl-, 3-alkyl-, 4-alkyl-, and cis-2,6-dialkylpiperidines are prepared from the chiral, non-racemic oxazolopiperidone 1. An asymmetric synthesis of (2R,6S)-(-)-dihydropinidine is reported.