2-oxo-4-phenylbutyric acid -Drug Synthesis Database

【结构式】

【分子编号】23959

【品名】2-oxo-4-phenylbutyric acid

【CA登记号】

【分子式】C₁₀H₁₀O₃

【分子量】178.1876

【元素组成】C 67.41% H 5.66% O 26.94%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(I)

by reductocondensation of 4-phenyl-2-oxo butyric acid (IX) with L-alanyl-L-proline (IV) by means of sodium cyanoborohydride and NaOH in water.

参考文献中间体

合成目标

【1】 Wyvratt, M.J.; Harris, E.E.; Patchett, A.A.; Tristram, E.W. (Merck & Co., Inc.); Carboxyalkyl dipeptide derivs., process for preparing them and pharmaceutical compsn. containing them. EP 0012401 .
【2】 Tristram, E.W.; Patchett, A.A.; Harris, E.E.; Wyvratt, M.J. (Merck & Co., Inc.); Amino acid derivs. as antihypertensives. US 4472380 .
【3】 Prous, J.; Castaner, J.; Enalaprilat. Drugs Fut 1986, 11, 8, 647.

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)	23959	2-oxo-4-phenylbutyric acid		C₁₀H₁₀O₃	详情	详情
(II)	32151	(2S)-1-[(2S)-2-aminopropanoyl]-2-pyrrolidinecarboxylic acid	13485-59-1	C₈H₁₄N₂O₃	详情	详情

合成路线2

该中间体在本合成路线中的序号：(II)

The reductocondensation of N(epsilon)-tert-butoxycarbonyl-lysyl proline (I) with 2-oxobutyric acid (II) by means of sodium cyanoborohydride in water gives the protected compound (III), which is finally treated with HCl in ethyl acetate.

参考文献中间体

合成目标

【1】 Wyvratt, M.J.; Harris, E.E.; Patchett, A.A.; Tristram, E.W. (Merck & Co., Inc.); Carboxyalkyl dipeptide derivs., process for preparing them and pharmaceutical compsn. containing them. EP 0012401 .
【2】 Blancafort, P.; Castaner, J.; Sneddon, J.M.; Serradell, M.N.; MK-521. Drugs Fut 1983, 8, 11, 925.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	31108	(2S)-1-[(2S)-2-amino-6-[(tert-butoxycarbonyl)amino]hexanoyl]-2-pyrrolidinecarboxylic acid	C₁₆H₂₉N₃O₅	详情	详情
(II)	23959	2-oxo-4-phenylbutyric acid	C₁₀H₁₀O₃	详情	详情
(III)	31109	(2S)-1-((2S)-6-[(tert-butoxycarbonyl)amino]-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]hexanoyl)-2-pyrrolidinecarboxylic acid	C₂₆H₃₉N₃O₇	详情	详情

Extended Information