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【结 构 式】

【分子编号】30382

【品名】1-isopentyl-6-methyl-2-piperidinecarboxylic acid

【CA登记号】

【 分 子 式 】C12H23NO2

【 分 子 量 】213.32016

【元素组成】C 67.57% H 10.87% N 6.57% O 15%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(IV)

Hydrogenation of 6-methylpyridine-2-carboxylic acid (I) over Pd/C in aqueous ammonia afforded the corresponding piperidine (II). Subsequent condensation of (II) with isovaleraldehyde (III), followed by catalytic hydrogenation with Pd/C provided the N-isopentyl piperidine (IV), which was finally coupled with O-benzyltyrosine tert-butyl ester (V) in the presence of benzotriazolyl tetramethyluronium hexafluorophosphate (HBTU) to furnish the target amide.

1 Szoke, B.G.; Hu, L.-Y.; Millerman, E.; Nikam, S.S.; Rafferty, M.F.; Ryder, T.R.; Synthesis and biological evaluation of substituted 4-(OBz)phenylalanine derivatives as novel N-type calcium channel blockers. Bioorg Med Chem Lett 1999, 9, 8, 1121.
2 Hu, L.-Y.; et al.; PD 151307 analogs: Synthesis and biological evaluation of substituted 4-(OBz)phenylalanine derivatives as novel N-type calcium channel blockers. 217th ACS Natl Meet (March 21 1999, Anaheim) 1999, Abst MEDI 119.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 30380 6-methyl-2-pyridinecarboxylic acid 934-60-1 C7H7NO2 详情 详情
(II) 30381 6-methyl-2-piperidinecarboxylic acid C7H13NO2 详情 详情
(III) 26052 3-methylbutanal 590-86-3 C5H10O 详情 详情
(IV) 30382 1-isopentyl-6-methyl-2-piperidinecarboxylic acid C12H23NO2 详情 详情
(V) 26717 tert-butyl (2S)-2-amino-3-[4-(benzyloxy)phenyl]propanoate C20H25NO3 详情 详情
Extended Information