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【结 构 式】

【分子编号】38811

【品名】(2S)-2-[(tert-butoxycarbonyl)(methyl)amino]-5-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]pentanoic acid

【CA登记号】

【 分 子 式 】C26H32N2O6

【 分 子 量 】468.54996

【元素组成】C 66.65% H 6.88% N 5.98% O 20.49%

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)

Condensation of Nalpha-Boc-Ndelta-Fmoc-Nalpha-methyl-L-ornithine (I) with beta-naphthylamine (II) to give the corresponding naphthyl amide (III) was effected by treatment with POCl3 and i-Pr2NEt. The Boc group of (III) was then deprotected by treatment with trifluoroacetic acid, yielding amine (IV). After activation of N-Boc-L-phenylalanine (V) as the mixed anhydride with ethyl chloroformate, coupling with amine (IV) afforded the protected dipeptide (VI). Deprotection of the Fmoc group of (VI) employing piperidine in dimethylacetamide gave (VII). Finally, Boc group cleavage in (VII) by treatment with trifluoroacetic acid furnished the title dipeptide amide.

1 Leger, R.; Zhang, Z.J.; She, M.; Lee, M.; Chamberland, S.; Renau, T.; Lee, V.J. (Microcide Pharmaceuticals, Inc.); Efflux pump inhibitors. WO 9937667 .
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) 38811 (2S)-2-[(tert-butoxycarbonyl)(methyl)amino]-5-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]pentanoic acid C26H32N2O6 详情 详情
(II) 38812 2-naphthylamine; 2-naphthalenamine 91-59-8 C10H9N 详情 详情
(III) 38813 9H-fluoren-9-ylmethyl (4S)-4-[(tert-butoxycarbonyl)(methyl)amino]-5-(2-naphthylamino)-5-oxopentylcarbamate C36H39N3O5 详情 详情
(IV) 38814 9H-fluoren-9-ylmethyl (4S)-4-(methylamino)-5-(2-naphthylamino)-5-oxopentylcarbamate C31H31N3O3 详情 详情
(V) 12874 (2R)-2-[(tert-Butoxycarbonyl)amino]-3-phenylpropionic acid; N-alpha-t-BOC-L-Phenylalanine 13734-34-4 C14H19NO4 详情 详情
(VI) 38815 tert-butyl (1S)-1-benzyl-2-[[(1S)-4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1-[(2-naphthylamino)carbonyl]butyl](methyl)amino]-2-oxoethylcarbamate C45H48N4O6 详情 详情
(VII) 38816 tert-butyl (1S)-2-[[(1S)-4-amino-1-[(2-naphthylamino)carbonyl]butyl](methyl)amino]-1-benzyl-2-oxoethylcarbamate C30H38N4O4 详情 详情
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