1-benzyl 3-(tert-butyl) malonate -Drug Synthesis Database

【结构式】

【分子编号】60696

【品名】1-benzyl 3-(tert-butyl) malonate

【CA登记号】

【分子式】C₁₄H₁₈O₄

【分子量】250.29452

【元素组成】C 67.18% H 7.25% O 25.57%

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：(III)

(R)-2-Bromo-4-methylpentanoic acid (I) was protected as the benzyl ester (II) and subsequently condensed with benzyl tert-butyl malonate (III) in the presence of potassium tert-butoxide to furnish the triester (IV) as an epimeric mixture. Alkylation of (IV) with cinnamyl bromide (V) produced adduct (VI). The key intermediate (VII) was then obtained by catalytic hydrogenation of the benzyl esters and olefin double bond of (VI), followed by thermal malonate decarboxylation.

参考文献中间体

合成目标

【1】 Fujisawa, T.; Odake, S.; Morita, Y.; Hongo, T.; Ito, H.; Yasuda, J.; Suda, E.; Igeta, K.; Morikawa, T. (Fuji Yakuhin Kogyo Co., Ltd.); Highly water-soluble metalloproteinase inhibitor. EP 0832875; WO 9633968 .

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)	26058	(2S)-2-bromo-4-methylpentanoic acid		C₆H₁₁BrO₂	详情	详情
(II)	60695	benzyl (2R)-2-bromo-4-methylpentanoate		C₁₃H₁₇BrO₂	详情	详情
(III)	60696	1-benzyl 3-(tert-butyl) malonate		C₁₄H₁₈O₄	详情	详情
(IV)	60697	1,2-dibenzyl 1-(tert-butyl) (2R)-4-methyl-1,1,2-pentanetricarboxylate		C₂₇H₃₄O₆	详情	详情
(V)	21131	1-[(E)-3-bromo-1-propenyl]benzene	4392-24-9	C₉H₉Br	详情	详情
(VI)	60698	4,5-dibenzyl 4-(tert-butyl) (E,5R)-7-methyl-1-phenyl-1-octene-4,4,5-tricarboxylate		C₃₆H₄₂O₆	详情	详情
(VII)	60699	(2R)-3-(tert-butoxycarbonyl)-2-isobutyl-6-phenylhexanoic acid		C₂₁H₃₂O₄	详情	详情

Extended Information