(2S)-3-ethoxy-1-phenyl-3-buten-2-amine -Drug Synthesis Database

【结构式】

【分子编号】28654

【品名】(2S)-3-ethoxy-1-phenyl-3-buten-2-amine

【CA登记号】

【分子式】C₁₂H₁₇NO

【分子量】191.27312

【元素组成】C 75.35% H 8.96% N 7.32% O 8.36%

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：(VI)

The condensation of ethyl isobutyrate (I) with ethanal and trimethylsilylamine in THF gives the azetidinone (III), which is treated with 4-cyanobenzoic acid succinimidyl ester (IV) in DMF yielding 3-(4-cyanobenzamido)-2,2-dimethylnonanoic acid (V). Finally, this compound is condensed with L-phenylalanine ethyl ester (VI) by means of DEC and HOBT in dichloromethane.

参考文献中间体

合成目标

【1】 Iijima, K.; Katada, J.; Yasuda, E.; Uno, I.; Hayashi, Y.; N-[2,2-Dimethyl-3-(N-(4-cyanobenzoyl)amino)nonanoyl]-L-phenylalanine ethyl ester as a stable ester-type inhibitor of chymotrypsin-like serine proteases: Structural requirements for potent inhibition of alpha-chymotrypsin. J Med Chem 1999, 42, 2, 312.

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)	28650	ethyl 2-methylpropanoate；ethyl isobutyrate	97-62-1	C₆H₁₂O₂	详情	详情
(II)	28655	Enanthic aldehyde; 1-Heptanal; Heptaldehyde; Oenanthol; Oenanthaldehyde; Enanthal; Oenanthal; Heptyl aldehyde; n-Heptaldehyde; Enanthaldehyde; Enanthole; 1-Heptaldehyde; Heptanaldehyde; n-Heptanal; Oenanthic aldehyde; n-Heptylaldehyde; Heptanal	111-71-7	C₇H₁₄O	详情	详情
(III)	28651	4-hexyl-3,3-dimethyl-2-azetidinone		C₁₁H₂₁NO	详情	详情
(IV)	28652	4-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]benzonitrile		C₁₂H₈N₂O₄	详情	详情
(V)	28653	3-[(4-cyanobenzoyl)amino]-2,2-dimethylnonanoic acid		C₁₉H₂₆N₂O₃	详情	详情
(VI)	28654	(2S)-3-ethoxy-1-phenyl-3-buten-2-amine		C₁₂H₁₇NO	详情	详情

Extended Information