methyl (4bS,7R,8aR)-4b-benzyl-7-hydroxy-7-(1-propynyl)-4b,5,6,7,8,8a,9,10-octahydro-2-phenanthrenecarboxylate -Drug Synthesis Database

【结构式】

【分子编号】51605

【品名】methyl (4bS,7R,8aR)-4b-benzyl-7-hydroxy-7-(1-propynyl)-4b,5,6,7,8,8a,9,10-octahydro-2-phenanthrenecarboxylate

【CA登记号】

【分子式】C₂₆H₂₈O₃

【分子量】388.50652

【元素组成】C 80.38% H 7.26% O 12.35%

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：(XV)

Palladium-catalyzed carbonylation of aryl triflate (XIV) under carbon monoxide atmosphere in the presence of methanol gave rise to the phenanthrenecarboxylate ester (XV). The ester group of (XV) was finally displaced with 4-(aminomethyl)pyridine (XVI) using trimethylaluminum catalyst to generate the target amide.

参考文献中间体

合成目标

【1】 Liu, K.K.-C.; Morgan, B.P.; Dow, R.L.; Swick, A.G. (Pfizer Inc.); Glucocorticoid receptor modulators. EP 1175383; WO 0066522 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(XIV)	51604	(4bS,7R,8aR)-4b-benzyl-7-hydroxy-7-(1-propynyl)-4b,5,6,7,8,8a,9,10-octahydro-2-phenanthrenyl trifluoromethanesulfonate		C₂₅H₂₅F₃O₄S	详情	详情
(XV)	51605	methyl (4bS,7R,8aR)-4b-benzyl-7-hydroxy-7-(1-propynyl)-4b,5,6,7,8,8a,9,10-octahydro-2-phenanthrenecarboxylate		C₂₆H₂₈O₃	详情	详情
(XVI)	29396	4-pyridinylmethanamine	3731-53-1	C₆H₈N₂	详情	详情

Extended Information