tricyclo[3.3.1.1~3,7~]dec-1-yl 4-nitrobenzoate -Drug Synthesis Database

【结构式】

【分子编号】52643

【品名】tricyclo[3.3.1.1~3,7~]dec-1-yl 4-nitrobenzoate

【CA登记号】

【分子式】C₁₇H₁₉NO₄

【分子量】301.3422

【元素组成】C 67.76% H 6.36% N 4.65% O 21.24%

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：(III)

1-Adamantanol (I) was esterified with 4-nitrobenzoyl chloride (II) in the presence of pyridine, yielding adamantanyl 4-nitrobenzoate (III). After catalytic hydrogenation of the nitro group of (III), the resultant aniline (IV) was condensed with 2,5-dihydroxybenzaldehyde (V) to afford the corresponding Schiff base (VI). Subsequent hydrogenation of the imine double bond of (VI) over Pd/C gave rise to the target amine.

参考文献中间体

合成目标

【1】 Narayanan, V.L.; Sausville, E.A.; Kaur, G.; Varma, R.K. (US Department of Health & Human Services); Disubstd. lavendustin A analogs and pharmaceutical compsns. comprising the analogs. EP 1060160; WO 9943636 .

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)	52642	1-Adamantanol; 1-Hydroxyadamantane; Tricyclo[3.3.1.1]decan-1-ol	768-95-6	C₁₀H₁₆O	详情	详情
(II)	18941	p-nitrobenzoyl chloride; 4-nitrobenzoyl chloride	122-04-3	C₇H₄ClNO₃	详情	详情
(III)	52643	tricyclo[3.3.1.1~3,7~]dec-1-yl 4-nitrobenzoate		C₁₇H₁₉NO₄	详情	详情
(IV)	52644	tricyclo[3.3.1.1~3,7~]dec-1-yl 4-aminobenzoate		C₁₇H₂₁NO₂	详情	详情
(V)	52645	5-Hydroxysalicylaldehyde; Gentisinaldehyde; 2,5-Dihydroxybenzaldehyde	1194-98-5	C₇H₆O₃	详情	详情
(VI)	52646	tricyclo[3.3.1.1~3,7~]dec-1-yl 4-{[(2,5-dihydroxyphenyl)methylidene]amino}benzoate		C₂₄H₂₅NO₄	详情	详情

Extended Information