tert-butyl (2R)-2-formyl-1-piperidinecarboxylate -Drug Synthesis Database

【结构式】

【分子编号】26748

【品名】tert-butyl (2R)-2-formyl-1-piperidinecarboxylate

【CA登记号】

【分子式】C₁₁H₁₉NO₃

【分子量】213.2768

【元素组成】C 61.95% H 8.98% N 6.57% O 22.51%

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：(XVI)

Vinylpiperidine (IV): The reduction of (R)-piperidine-2-carboxylic acid (XIII) with BH3-THF gives the carbinol (XIV), which is protected at the NH group with tert-butoxycarbonyl anhydride yielding the N-protected carbinol (XV). The Swern oxidation of (XV) affords the corresponding aldehyde (XVI), which is finally condensed with trimethylphenylphosphonium bromide and potassium hexamethyldisylazane (KHMDS) in THF to provide the target intermediate (IV).

参考文献中间体

合成目标

【1】 Brosius, A.D.; et al.; Total synthesis of (+)-aloperine. Use of a nitrogen-bound silicon tether in a intramolecular diels - Alder reaction. J Am Chem Soc 1999, 121, 4, 700.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(IV)	26737	tert-butyl (2R)-2-vinyl-1-piperidinecarboxylate	C₁₂H₂₁NO₂	详情	详情
(XIII)	26751	(2R)-2-piperidinecarboxylic acid	C₆H₁₁NO₂	详情	详情
(XIV)	26746	(2R)-piperidinylmethanol	C₆H₁₃NO	详情	详情
(XV)	26747	tert-butyl (2R)-2-(hydroxymethyl)-1-piperidinecarboxylate	C₁₁H₂₁NO₃	详情	详情
(XVI)	26748	tert-butyl (2R)-2-formyl-1-piperidinecarboxylate	C₁₁H₁₉NO₃	详情	详情

Extended Information