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【结 构 式】

【分子编号】44216

【品名】diphenyl (1R)-1-amino-2-phenylethylphosphonate

【CA登记号】

【 分 子 式 】C20H20NO3P

【 分 子 量 】353.357502

【元素组成】C 67.98% H 5.7% N 3.96% O 13.58% P 8.77%

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)

Coupling of PhCH2OOC-Pro-OH (I) with diphenyl (1-amino-2-phenylethyl)phosphonate (II) by means of DCC in THF affords derivative (III), which is then subjected to hydrogenation followed by coupling with PhCH2OOC -Val-OH (IV) by means of DCC to provide peptide derivative (V). Finally, reaction of (V) with succinic anhydride in EtOAc under an atmosphere of H2 in the presence of Pd/C provides the target compound.

1 Oleksyszym, J.; Powers, J.C.; Irreversible inhibition of serine proteases by peptide derivatives of (alpha-aminoalkyl)phosphonate diphenyl esters. Biochemistry 1991, 30, 2, 485.
2 Powers, J.C.; Ni, L.; Jackson, D.S. (Georgia Technology Research Corp.); Basic alpha-aminoalkylphosphonate derivs.. US 5952307 .
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) 19113 (2S)-1-[(benzyloxy)carbonyl]-2-pyrrolidinecarboxylic acid 1148-11-4 C13H15NO4 详情 详情
(II) 44216 diphenyl (1R)-1-amino-2-phenylethylphosphonate C20H20NO3P 详情 详情
(III) 44217 benzyl (2S)-2-([[(1R)-1-(diphenoxyphosphoryl)-2-phenylethyl]amino]carbonyl)-1-pyrrolidinecarboxylate C33H33N2O6P 详情 详情
(IV) 18092 (2S)-2-[[(benzyloxy)carbonyl]amino]-3-methylbutyric acid C13H17NO4 详情 详情
(V) 44218 diphenyl (1R)-1-([[(2S)-1-((2S)-2-[[(benzyloxy)carbonyl]amino]-3-methylbutanoyl)pyrrolidinyl]carbonyl]amino)-2-phenylethylphosphonate C38H42N3O7P 详情 详情
(VI) 11291 Dihydro-2,5-furandione; Succinic anhydride 108-30-5 C4H4O3 详情 详情
Extended Information