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【结 构 式】

【分子编号】28352

【品名】3-(3,5-dichlorophenyl)-beta-alanine

【CA登记号】

【 分 子 式 】C9H9Cl2NO2

【 分 子 量 】234.0814

【元素组成】C 46.18% H 3.88% Cl 30.29% N 5.98% O 13.67%

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:(II)

The reaction of 3,5-dichlorobenzaldehyde (I) with malonic acid and ammonium acetate in refluxing isopropanol gives 3-amino-3-(3,5-dichlorophenyl)propionic acid (II), which is esterified with ethanol and HCl yielding the ethyl ester (III), The condensation of (III) with N-(tert-butoxycarbonyl)glycine succinimidyl ester (IV) by means of TEA in THF affords the glycinamide (V), which is deprotected with HCl in dioxane to afford intermediate (VI). The free amino group of (VI) is then acylated with 3-guanidinobenzoic acid by means of isobutyl chloroformate and NMM in DMF yielding the ethyl ester (VIII) of the target product, which is finally hydrolyzed with LiOH in water.

1 Ruminski, P.G.; Clare, M.; Collins, P.W.; Desai, B.N.; Lindmark, R.J.; Rico, J.G.; Rogers, T.E.; Russell, M.A. (Pharmacia Corp.); Meta-guanidine, urea, thiourea or azacyclic amino benzoic acid derivs. as integrin antagonists. EP 0850221; JP 1999510814; US 6013651; WO 9708145 .
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) 24169 3,5-dichlorobenzaldehyde 10203-08-4 C7H4Cl2O 详情 详情
(II) 28352 3-(3,5-dichlorophenyl)-beta-alanine C9H9Cl2NO2 详情 详情
(III) 28353 ethyl 3-amino-3-(3,5-dichlorophenyl)propanoate C11H13Cl2NO2 详情 详情
(IV) 16364 tert-butyl N-[2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl]carbamate; N-T-BOC-glycine N-hydroxysuccinimide ester 3392-07-2 C11H16N2O6 详情 详情
(V) 28354 ethyl 3-([2-[(tert-butoxycarbonyl)amino]acetyl]amino)-3-(3,5-dichlorophenyl)propanoate C18H24Cl2N2O5 详情 详情
(VI) 28355 ethyl 3-[(2-aminoacetyl)amino]-3-(3,5-dichlorophenyl)propanoate C13H16Cl2N2O3 详情 详情
(VII) 28356 3-[[amino(imino)methyl]amino]benzoic acid C8H9N3O2 详情 详情
(VIII) 28357 ethyl 3-([2-[(3-[[amino(imino)methyl]amino]benzoyl)amino]acetyl]amino)-3-(3,5-dichlorophenyl)propanoate C21H23Cl2N5O4 详情 详情
Extended Information