tert-butyl 3-[4-(4-fluorophenyl)-1-piperidinyl]propylcarbamate -Drug Synthesis Database

【结构式】

【分子编号】39301

【品名】tert-butyl 3-[4-(4-fluorophenyl)-1-piperidinyl]propylcarbamate

【CA登记号】

【分子式】C₁₉H₂₉FN₂O₂

【分子量】336.4499432

【元素组成】C 67.83% H 8.69% F 5.65% N 8.33% O 9.51%

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：(VII)

Catalytic hydrogenation of tetrahydropyridine (I) produced piperidine (II). Alkylation of (II) with N-(3-bromopropyl)phthalimide (III) gave (IV). Subsequent hydrazinolysis of the phthalimido group of (IV) yielded amine (V). In a related procedure, piperidine (II) was alkylated with N-Boc-3-bromopropylamine (VI) to give (VII), which was deprotected with HCl in EtOAc to give the diamino precursor (V).

参考文献中间体

合成目标

【1】 Rittle, K.; et al.; Dihydropyrimidinone C-5 amides as potent and selective alpha1A receptor antagonists. 219th ACS Natl Meet (March 26 2000, San Francisco) 2000, Abst MEDI 90.
【2】 Selnick, H.G.; Barrow, J.C.; Nanterment, P.G.; et al.; In vitro and in vivo evaluation of dihydropyrimidinone C-5 amides as potent and selective alpha1A receptor antagonists for the treatment of benign prostatic hyperplasia. J Med Chem 2000, 43, 14, 2703.
【3】 Selnick, H.G.; Nantermet, P.G.; Barrow, J.C. (Merck & Co., Inc.); alpha1a Adrenergic receptor antagonists. WO 0006565 .

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)	23465	4-(4-fluorophenyl)-1,2,3,6-tetrahydropyridine	1978-59-2	C₁₁H₁₂FN	详情	详情
(II)	39299	4-(4-fluorophenyl)piperidine	37656-48-7	C₁₁H₁₄FN	详情	详情
(III)	15216	N-(3-Bromopropyl)phthalimide; 2-(3-bromopropyl)-1H-isoindole-1,3(2H)-dione	5460-29-7	C₁₁H₁₀BrNO₂	详情	详情
(IV)	39300	2-[3-[4-(4-fluorophenyl)-1-piperidinyl]propyl]-1H-isoindole-1,3(2H)-dione		C₂₂H₂₃FN₂O₂	详情	详情
(V)	39302	3-[4-(4-fluorophenyl)-1-piperidinyl]propylamine; 3-[4-(4-fluorophenyl)-1-piperidinyl]-1-propanamine		C₁₄H₂₁FN₂	详情	详情
(VI)	37752	tert-butyl 3-bromopropylcarbamate		C₈H₁₆BrNO₂	详情	详情
(VII)	39301	tert-butyl 3-[4-(4-fluorophenyl)-1-piperidinyl]propylcarbamate		C₁₉H₂₉FN₂O₂	详情	详情

Extended Information