5-[(2-chloroacetyl)amino]-N~1~,N~3~-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide -Drug Synthesis Database

【结构式】

【分子编号】59327

【品名】5-[(2-chloroacetyl)amino]-N~1~,N~3~-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

【CA登记号】

【分子式】C₁₆H₁₉ClI₃N₃O₇

【分子量】781.50899

【元素组成】C 24.59% H 2.45% Cl 4.54% I 48.72% N 5.38% O 14.33%

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：(IV)

In a related method, the intermediate tetrahydroxy amine (I) is acylated by chloroacetyl chloride (II) to produce the penta(chloroacetyl) derivative (III). The chloroacetate ester groups are then hydrolyzed under basic conditions to afford the tetra-hydroxy chloroacetamide (IV). Conversion of (IV) to the hydroxy acetamide (V) is accomplished by treatment with sodium acetate and NaOH. Amide (V) is finally alkylated with either chloroetanol (VI) or with ethylene oxide (VII) to furnish the title N-(hydroxyethyl) amide.

参考文献中间体

合成目标

【1】 Dunn, T.J.; Kneller, M.T.; White, D.H.; Jones, M.M.; Doran, N.O. (Mallinckrodt Medical Inc.); Process for producing ioversol. WO 9640286 .

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)	59316	5-amino-N~1~,N~3~-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide		C₁₄H₁₈I₃N₃O₆	详情	详情
(II)	11296	2-Chloroacetyl chloride; Chloroacetic chloride	79-04-9	C₂H₂Cl₂O	详情	详情
(III)	59326	2-({3-[({2,3-bis[(2-chloroacetyl)oxy]propyl}amino)carbonyl]-5-[(2-chloroacetyl)amino]-2,4,6-triiodobenzoyl}amino)-1-{[(2-chloroacetyl)oxy]methyl}ethyl 2-chloroacetate		C₂₄H₂₃Cl₅I₃N₃O₁₁	详情	详情
(IV)	59327	5-[(2-chloroacetyl)amino]-N~1~,N~3~-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide		C₁₆H₁₉ClI₃N₃O₇	详情	详情
(V)	59324	N~1~,N~3~-bis(2,3-dihydroxypropyl)-5-(glycoloylamino)-2,4,6-triiodoisophthalamide		C₁₆H₂₀I₃N₃O₈	详情	详情
(VI)	10384	2-Chloro-1-ethanol; Ethylene chlorohydrin	107-07-3	C₂H₅ClO	详情	详情
(VII)	10393	Oxirane; Ethylene oxide	75-21-8	C₂H₄O	详情	详情

Extended Information