methyl (2S)-2-[((2S)-2-{[(2S)-2-(3,5-difluorophenyl)-2-hydroxyethanoyl]amino}propanoyl)amino]-5-phenylpentanoate -Drug Synthesis Database

【结构式】

【分子编号】58440

【品名】methyl (2S)-2-[((2S)-2-{[(2S)-2-(3,5-difluorophenyl)-2-hydroxyethanoyl]amino}propanoyl)amino]-5-phenylpentanoate

【CA登记号】

【分子式】C₂₃H₂₆F₂N₂O₅

【分子量】448.4667264

【元素组成】C 61.6% H 5.84% F 8.47% N 6.25% O 17.84%

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)

Coupling between methyl 2-amino-5-phenylpentanoate (I) and N-Boc-alanine (II) affords dipeptide (III). Deprotection of (III) with trifluoroacetic acid yields amine (IV), which is then acylated with (S)-3,5-difluoromandelic acid (V), producing amide (VI). Finally, ester group reduction using LiBH4 leads to the desired alcohol.

参考文献中间体

合成目标

【1】 Garofalo, A.W.; et al.; A series of C-terminal amino alcohol dipeptide Abeta inhibitors. 28th Natl Med Chem Symp (June 8 2002, San Diego) 2002, Abst 11.

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)	58436	methyl (2S)-2-amino-5-phenylpentanoate		C₁₂H₁₇NO₂	详情	详情
(II)	26450	Boc-L-Alanine;(S)-2-((tert-butoxycarbonyl)amino)propanoic acid;N-Boc-L-alanine; (2S)-2-[(tert-butoxycarbonyl)amino]propionic acid	15761-38-3	C₈H₁₅NO₄	详情	详情
(III)	58437	methyl (2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]propanoyl}amino)-5-phenylpentanoate		C₂₀H₃₀N₂O₅	详情	详情
(IV)	58438	methyl (2S)-2-{[(2S)-2-aminopropanoyl]amino}-5-phenylpentanoate		C₁₅H₂₂N₂O₃	详情	详情
(V)	58439	(2S)-2-(3,5-difluorophenyl)-2-hydroxyethanoic acid		C₈H₆F₂O₃	详情	详情
(VI)	58440	methyl (2S)-2-[((2S)-2-{[(2S)-2-(3,5-difluorophenyl)-2-hydroxyethanoyl]amino}propanoyl)amino]-5-phenylpentanoate		C₂₃H₂₆F₂N₂O₅	详情	详情

Extended Information