tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(2',6'-dimethoxy[1,1'-biphenyl]-4-yl)propanoate -Drug Synthesis Database

【结构式】

【分子编号】52094

【品名】tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(2',6'-dimethoxy[1,1'-biphenyl]-4-yl)propanoate

【CA登记号】

【分子式】C₂₆H₃₅NO₆

【分子量】457.56704

【元素组成】C 68.25% H 7.71% N 3.06% O 20.98%

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：(IV)

N-Boc-L-tyrosine tert-butyl ester (I) was converted to the aryl triflate (II) by means of trifluoromethanesulfonic anhydride and pyridine. Palladium-catalyzed coupling of triflate (II) with 2,6-dimethoxyphenylboronic acid (III) furnished the biphenyl compound (IV). The N-Boc protecting group of (IV) was then selectively removed by treatment with sulfuric acid in tert-butyl acetate, yielding amino ester (V).

参考文献中间体

合成目标

【1】 Yang, G.X.; Hagmann, W.K.; Doherty, G.; Chang, L.L.; Delaszlo, S.E. (Merck & Co., Inc.); Heterocycle amides as cell adhesion inhibitors. WO 0112183 .

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)	52092	tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propanoate		C₁₈H₂₇NO₅	详情	详情
(II)	52093	tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-[[(trifluoromethyl)sulfonyl]oxy]phenyl)propanoate		C₁₉H₂₆F₃NO₇S	详情	详情
(III)	32549	2,6-dimethoxyphenylboronic acid	23112-96-1	C₈H₁₁BO₄	详情	详情
(IV)	52094	tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(2',6'-dimethoxy[1,1'-biphenyl]-4-yl)propanoate		C₂₆H₃₅NO₆	详情	详情
(V)	52095	tert-butyl (2S)-2-amino-3-(2',6'-dimethoxy[1,1'-biphenyl]-4-yl)propanoate		C₂₁H₂₇NO₄	详情	详情

Extended Information