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【结 构 式】

【分子编号】53603

【品名】tert-butyl (3S)-3-amino-1-pyrrolidinecarboxylate

【CA登记号】n/a

【 分 子 式 】C9H18N2O2

【 分 子 量 】186.2542

【元素组成】C 58.04% H 9.74% N 15.04% O 17.18%

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:(I)

The pyrrolidine intermediate (VII) has been obtained as follows: The acylation of N-Boc-pyrrolidine-3(R)-amine (I) with chloroacetyl chloride (II) and TEA in dichloromethane gives the acetamide (III), which by treatment with ammonia in methanol/water yields the glycinamide (IV). The reaction of (IV) with protected S-methylisothiourea (V) in methanol affords the protected guanidine (VI). The N-Boc deprotection of (VI) by means of HCl in ethyl acetate/acetonitrile affords the target pyrrolidine intermediate (VII).

1 Kanno, O.; Shibayama, T.; Ohya, S.; Shimoji, Y.; Kuwahara, S.; Ishikawa, K.; Kojima, K.; Kawamoto, I.; R-115685, a novel parenteral carbapenem: Synthesis and structure-activity relationships. 40th Intersci Conf Antimicrob Agents Chemother (Sept 17 2000, Toronto) 2000, Abst F-1229.
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) 53603 tert-butyl (3S)-3-amino-1-pyrrolidinecarboxylate n/a C9H18N2O2 详情 详情
(II) 11296 2-Chloroacetyl chloride; Chloroacetic chloride 79-04-9 C2H2Cl2O 详情 详情
(III) 53604 tert-butyl (3S)-3-[(2-chloroacetyl)amino]-1-pyrrolidinecarboxylate n/a C11H19ClN2O3 详情 详情
(IV) 53605 tert-butyl (3S)-3-[(2-aminoacetyl)amino]-1-pyrrolidinecarboxylate n/a C11H21N3O3 详情 详情
(V) 53606 1-({[imino(methylsulfanyl)methyl]amino}carbonyl)-4-nitrobenzene n/a C9H9N3O3S 详情 详情
(VI) 53607 tert-butyl (3S)-3-{[2-({imino[(4-nitrobenzoyl)amino]methyl}amino)acetyl]amino}-1-pyrrolidinecarboxylate n/a C19H26N6O6 详情 详情
(VII) 53608 2-({imino[(4-nitrobenzoyl)amino]methyl}amino)-N-[(3S)pyrrolidinyl]acetamide n/a C14H18N6O4 详情 详情
Extended Information