butyl 3-bromopropyl[(4-methoxybenzyl)oxy]carbamate -Drug Synthesis Database

【结构式】

【分子编号】39097

【品名】butyl 3-bromopropyl[(4-methoxybenzyl)oxy]carbamate

【CA登记号】

【分子式】C₁₆H₂₄BrNO₄

【分子量】374.2749

【元素组成】C 51.35% H 6.46% Br 21.35% N 3.74% O 17.1%

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：(XXI)

7) The condensation of dibutyl phosphonate (XIII) with N-(3-bromopropyl)-N-(p-methoxybenzyloxy)-p-toluenesulfonamide (XIX) by means of NaH in refluxing benzene gives dibutyl 3-[N-(p-methoxybenzyloxy)-N-tosylamino]propylphosphonate (XX), which is hydrolyzed with HCl in acetic acid to obtain compound (I). 8) The condensation of (XIII) with isobutyl N-(p-methoxybenzyloxy)-N-(3-bromopropyl)carbamate (XXI) with NaH in refluxing benzene affords dibutyl 3-[N-(p-methoxybenzyloxy)-N-isobutoxycarbonylamino]propylphosphonate (XXII), which is hydrolyzed with HCl in acetic acid to obtain compound (I). 9) The condensation of (XIII) with N-(3-bromopropyl)-N-benzyloxy-p-toluenesulfonamide (XXIII) with NaH in refluxing benzene gives dibutyl 3-(N-benzyloxy-N-tosylamino)propylphosphonate (XXIV), which is hydrolyzed with HCl in acetic acid to obtain compound (I).

参考文献中间体

合成目标

【1】 Kuroda, Y.; et al.; US 4143135 .
【2】 Prous, J.R.; Castaner, J.; FR-31564. Drugs Fut 1980, 5, 5, 239.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	39088	3-(hydroxyamino)propylphosphonic acid	C₃H₁₀NO₄P	详情	详情
(XIII)	39089	diethyl 3-chloropropylphosphonate	C₇H₁₆ClO₃P	详情	详情
(XIX)	39096	N-(3-bromopropyl)-N-[(4-methoxybenzyl)oxy]-4-methylbenzenesulfonamide	C₁₈H₂₂BrNO₄S	详情	详情
(XX)	39098	dibutyl 3-[[(4-methoxybenzyl)oxy][(4-methylphenyl)sulfonyl]amino]propylphosphonate	C₂₆H₄₀NO₇PS	详情	详情
(XXI)	39097	butyl 3-bromopropyl[(4-methoxybenzyl)oxy]carbamate	C₁₆H₂₄BrNO₄	详情	详情
(XXII)	39099	dibutyl 3-[(butoxycarbonyl)[(4-methoxybenzyl)oxy]amino]propylphosphonate	C₂₄H₄₂NO₇P	详情	详情
(XXIII)	39101	N-(benzyloxy)-N-(3-bromopropyl)-4-methylbenzenesulfonamide	C₁₇H₂₀BrNO₃S	详情	详情
(XXIV)	39100	dibutyl 3-[(benzyloxy)[(4-methylphenyl)sulfonyl]amino]propylphosphonate	C₂₅H₃₈NO₆PS	详情	详情

Extended Information