benzhydryl (4S,7S,12bR)-7-{[(2R)-2-bromo-3-phenylpropanoyl]amino}-6-oxo-1,2,3,4,6,7,8,12b-octahydropyrido[2,1-a][2]benzazepine-4-carboxylate -Drug Synthesis Database

【结构式】

【分子编号】53418

【品名】benzhydryl (4S,7S,12bR)-7-{[(2R)-2-bromo-3-phenylpropanoyl]amino}-6-oxo-1,2,3,4,6,7,8,12b-octahydropyrido[2,1-a][2]benzazepine-4-carboxylate

【CA登记号】n/a

【分子式】C₃₇H₃₅BrN₂O₄

【分子量】651.59998

【元素组成】C 68.2% H 5.41% Br 12.26% N 4.3% O 9.82%

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：(XXXII)

Reaction of compound (XIV) with 2(R)-bromopropionic acid (XXXI) by means of EEDQ in CH2Cl2 affords amide (XXXII), which is treated with thioacetic acid and Cs2CO3 in DMF to give the protected thioacetate derivative (XX). Finally, the diphenylmethyl ester group of (XX) is removed by hydrolysis with TFA and anisole.

参考文献中间体

合成目标

【1】 del Fresno, M.; Bayes, M.; Castaner, R.M.; Sorbera, L.A.; MDL-100240. Drugs Fut 2002, 27, 5, 458.
【2】 Flynn, G.A.; et al.; Application of a conformationally restricted Phe-Leu dipeptide mimetic to the design of a combined inhibitor of angiotensin I-converting enzyme and neutral endopeptidase 24.11. J Med Chem 1993, 36, 16, 2420.

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)	49790	benzhydryl (4S,7S,12bR)-7-amino-6-oxo-1,2,3,4,6,7,8,12b-octahydropyrido[2,1-a][2]benzazepine-4-carboxylate		C₂₈H₂₈N₂O₃	详情	详情
(XX)	49797	benzhydryl (4S,7S,12bR)-7-[[(2S)-2-(acetylsulfanyl)-3-phenylpropanoyl]amino]-6-oxo-1,2,3,4,6,7,8,12b-octahydropyrido[2,1-a][2]benzazepine-4-carboxylate		C₃₉H₃₈N₂O₅S	详情	详情
(XXXI)	53417	(2R)-2-bromo-3-phenylpropanoic acid	n/a	C₉H₉BrO₂	详情	详情
(XXXII)	53418	benzhydryl (4S,7S,12bR)-7-{[(2R)-2-bromo-3-phenylpropanoyl]amino}-6-oxo-1,2,3,4,6,7,8,12b-octahydropyrido[2,1-a][2]benzazepine-4-carboxylate	n/a	C₃₇H₃₅BrN₂O₄	详情	详情

Extended Information