1-octanamine -Drug Synthesis Database

【结构式】

【分子编号】27374

【品名】1-octanamine

【CA登记号】111-86-4

【分子式】C₈H₁₉N

【分子量】129.2456

【元素组成】C 74.35% H 14.82% N 10.84%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(I)

The condensation of octylamine (I) with 4-bromopyridine by heating at 180 C gives (4-octylamino)piridine (III), which is then allowed to react with 1,10-dichlorodecane by heating 120-80 C.

参考文献中间体

合成目标

【1】 Bailey, D.M.; et al.; Bispyridinamines: A new class of topical antimicrobial agents as inhibitors of dental plaque. J Med Chem 1984, 27, 11, 1457.
【2】 Castaner, J.; Pento, J.T.; Octenidine hydrochloride. Drugs Fut 1986, 11, 4, 269.

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)	27374	1-octanamine	111-86-4	C₈H₁₉N	详情	详情
(II)	23565	4-bromopyridine	1120-87-2	C₅H₄BrN	详情	详情
(III)	31346	N-octyl-4-pyridinamine; N-octyl-N-(4-pyridinyl)amine		C₁₃H₂₂N₂	详情	详情
(IV)	27376	1,10-dichlorodecane	2162-98-3	C₁₀H₂₀Cl₂	详情	详情

合成路线2

该中间体在本合成路线中的序号：(III)

Activation of O-(2-bromobenzyloxycarbonyl)-N-Boc-L-tyrosine (I) as the mixed anhydride (II) with isobutyl chloroformate, followed by coupling with n-octylamine (III), furnished amide (IV). The Boc protecting group of (IV) was then removed by treatment with HCl in dioxan to give amine (V). After activation of trans-4-(aminomethyl)cyclohexanecarboxylic acid (VI) as the mixed anhydride (VII), its coupling with amine (V) provided adduct (VIII). Finally, the cleavage of the Boc protecting group of (VIII) by means of HCl in dioxan yielded the title compound.

参考文献中间体

合成目标

【1】 Hujikata-Okunomiya, A.; Okamoto, S.; Okada, Y.; Matsumoto, Y.; Tada, M.; Tsuda, Y; Wanaka, K.; Development of plasmin selective inhibitors and studies of their structure-activity relationship. Chem Pharm Bull 2000, 48, 2, 184.

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)	43744	(2S)-3-[4-([[(2-bromobenzyl)oxy]carbonyl]oxy)phenyl]-2-[(tert-butoxycarbonyl)amino]propionic acid	47689-67-8	C₂₂H₂₄BrNO₇	详情	详情
(II)	43745			C₂₇H₃₂BrNO₉	详情	详情
(III)	27374	1-octanamine	111-86-4	C₈H₁₉N	详情	详情
(IV)	43746	2-bromobenzyl 4-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-(octylamino)-3-oxopropyl]phenyl carbonate		C₃₀H₄₁BrN₂O₆	详情	详情
(V)	43747	4-[(2S)-2-amino-3-(octylamino)-3-oxopropyl]phenyl 2-bromobenzyl carbonate		C₂₅H₃₃BrN₂O₄	详情	详情
(VI)	23346	4-[[(tert-butoxycarbonyl)amino]methyl]cyclohexanecarboxylic acid		C₁₃H₂₃NO₄	详情	详情
(VII)	43748			C₁₈H₃₁NO₆	详情	详情
(VIII)	43749	2-bromobenzyl 4-[(2S)-2-[[(4-[[(tert-butoxycarbonyl)amino]methyl]cyclohexyl)carbonyl]amino]-3-(octylamino)-3-oxopropyl]phenyl carbonate		C₃₈H₅₄BrN₃O₇	详情	详情

Extended Information