cyclooctanamine; cyclooctylamine -Drug Synthesis Database

【结构式】

【分子编号】22152

【品名】cyclooctanamine; cyclooctylamine

【CA登记号】5452-37-9

【分子式】C₈H₁₇N

【分子量】127.22972

【元素组成】C 75.52% H 13.47% N 11.01%

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：(II)

Condensation of chloropyridine (I) with cyclooctylamine (II) provided the cyclooctylaminopyridine (III). The aminonitroethylene derivative (VI) was prepared by reaction of 1,1-bis(methylsulfanyl)-2-nitroethylene (IV) with cyclohexylamine (V) in refluxing EtOH. Subsequent condensation of this intermediate with the sodium salt of sulfonamide (III) yielded the title compound.

参考文献中间体

合成目标

【1】 Masereel, B.; Wouters, J.; Pochet, L.; Lambert, D.; Design, synthesis, and anticonvulsant activity of 1-(pyrid-3-ylsulfonamido)-2-nitroethylenes. J Med Chem 1998, 41, 17, 3239.

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)	22151	4-chloro-3-pyridinesulfonamide		C₅H₅ClN₂O₂S	详情	详情
(II)	17996	3-(1H-pyrazol-5-yl)benzaldehyde		C₁₀H₈N₂O	详情	详情
(II)	22152	cyclooctanamine; cyclooctylamine	5452-37-9	C₈H₁₇N	详情	详情
(III)	22153	4-(cyclooctylamino)-3-pyridinesulfonamide		C₁₃H₂₁N₃O₂S	详情	详情
(VI)	13853	Methyl 1-(methylsulfanyl)-2-nitrovinyl sulfide; 1,1-Bis(methylthio)-2-nitroethylene; 1,1-Bis(methylsulfanyl)-2-nitroethylene	13623-94-4	C₄H₇NO₂S₂	详情	详情
(VI)	22156	N-[(E)-1-(methylsulfanyl)-2-nitroethenyl]cyclohexanamine; N-cyclohexyl-N-[(E)-1-(methylsulfanyl)-2-nitroethenyl]amine		C₉H₁₆N₂O₂S	详情	详情

合成路线2

该中间体在本合成路线中的序号：(II)

The reductive alkylation of cyclooctylamine (II) with N-Boc-4-piperidinone (I) in the presence of sodium cyanoborohydride afforded the secondary amine (III), which was condensed with propionyl chloride, yielding amide (IV). Deprotection of the Boc group of (IV) by means of HCl in dioxan provided piperidine (V). This was finally alkylated with 1-(3-chloropropoxy)-4-fluorobenzene (VI) to furnish the title compound.

参考文献中间体

合成目标

【1】 Hansen, H.C.; et al.; Multistep solution-phase parallel synthesis of spiperone analogues. Bioorg Med Chem Lett 2000, 10, 21, 2435.

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)	18620	tert-butyl 4-oxo-1-piperidinecarboxylate;BOC-Piperidone;N-(tert-Butoxycarbonyl)-4-piperidone; N-Boc-4-piperidone	79099-07-3	C₁₀H₁₇NO₃	详情	详情
(II)	22152	cyclooctanamine; cyclooctylamine	5452-37-9	C₈H₁₇N	详情	详情
(III)	46524	tert-butyl 4-(cyclooctylamino)-1-piperidinecarboxylate		C₁₈H₃₄N₂O₂	详情	详情
(IV)	46525	tert-butyl 4-[cyclooctyl(propionyl)amino]-1-piperidinecarboxylate		C₂₁H₃₈N₂O₃	详情	详情
(V)	46526	N-cyclooctyl-N-(4-piperidinyl)propanamide		C₁₆H₃₀N₂O	详情	详情
(VI)	30524	3-chloropropyl 4-fluorophenyl ether; 1-(3-chloropropoxy)-4-fluorobenzene; 1-(4-Fluorophenoxy)-3-chloropropane	1716-42-3	C₉H₁₀ClFO	详情	详情

Extended Information