(2R)-2-bromopentanoic acid -Drug Synthesis Database

【结构式】

【分子编号】62825

【品名】(2R)-2-bromopentanoic acid

【CA登记号】

【分子式】C₅H₉BrO₂

【分子量】181.02926

【元素组成】C 33.17% H 5.01% Br 44.14% O 17.68%

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：(X)

Diazotization of (R)-2-aminopentanoic acid (IX) in the presence of HBr/KBr gives rise to the configuration-retained alpha-bromoacid (X). This is further coupled to the dipeptide ester (VIII) in the presence of EDC/HOAt to furnish the corresponding alpha-bromo amide (XI). Finally, displacement of the bromide group of (XI) with potassium thioacetate in DMF leads to the target thioacetate ester.

参考文献中间体

合成目标

【1】 Fink, C.A.; De Lombaert, S.; Hoyer, D.W.; Jeng, A.Y.; Firoozina, F. (Novartis AG; Novartis Pharma GmbH); Certain thiol inhibitors of endothelin-converting enzyme. WO 9955726 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(VIII)	62823	methyl (2S)-2-{[(1-aminocyclopentyl)carbonyl]amino}-3-[1,1'-biphenyl]-4-ylpropanoate	C₂₂H₂₆N₂O₃	详情	详情
(IX)	62824	D-norvaline	C₅H₁₁NO₂	详情	详情
(X)	62825	(2R)-2-bromopentanoic acid	C₅H₉BrO₂	详情	详情
(XI)	62826	methyl (2S)-3-[1,1'-biphenyl]-4-yl-2-{[(1-{[(2R)-2-bromopentanoyl]amino}cyclopentyl)carbonyl]amino}propanoate	C₂₇H₃₃BrN₂O₄	详情	详情

Extended Information