benzyl 3,4-dihydroxyphenethyl(methyl)carbamate -Drug Synthesis Database

【结构式】

【分子编号】32286

【品名】benzyl 3,4-dihydroxyphenethyl(methyl)carbamate

【CA登记号】

【分子式】C₁₇H₁₉NO₄

【分子量】301.3422

【元素组成】C 67.76% H 6.36% N 4.65% O 21.24%

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)

By reaction of benzyl chloroformate (I) with epinine hydrobromide (II) in sodium tetraborate and 2N NaOH to give the compound (III), which is esterified with isobutanoyl chloride (A) in pyridine giving (IV), which is debenzylated with H2.

参考文献中间体

合成目标

【1】 Casagrande, C.; Ferrari, G. (Simes SpA); Epinine esters and pharmaceutical compositions thereof. DE 2734678; ES 461399; FR 2360558; GB 1551661; JP 53021130; US 4218470 .
【2】 Doherty, J.B.; Rupprecht, K.M.; Goulet, J.L.; Chen, M.-H.; Bao, J.; Liu, L.; Miao, S.; Hunt, J.A.; Hong, X.; Stelmach, J.E.; Ruzek, R.D.; Wisnoski, D.D.; Natarajan, S.R. (Merck & Co., Inc.); (Halo-benzo carbonyl)heterocyclic fused phenyl p38 kinase inhibiting agents. EP 1345603; WO 0258695 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(A)	14932	isobutyryl chloride; 2-methylpropanoyl chloride	79-30-1	C₄H₇ClO	详情	详情
(I)	24261	1-[2-(chlorooxy)-2-oxoethyl]benzene		C₈H₇ClO₂	详情	详情
(II)	32285	4-[2-(methylamino)ethyl]-1,2-benzenediol		C₉H₁₃NO₂	详情	详情
(III)	32286	benzyl 3,4-dihydroxyphenethyl(methyl)carbamate		C₁₇H₁₉NO₄	详情	详情
(IV)	32287	4-[2-[[(benzyloxy)carbonyl](methyl)amino]ethyl]-2-(isobutyryloxy)phenyl 2-methylpropanoate		C₂₅H₃₁NO₆	详情	详情

Extended Information