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【结 构 式】

【分子编号】51691

【品名】1,1-dimethylpropionic 1-ethoxy-2-[4-[2-(10H-phenoxazin-10-yl)ethoxy]phenyl]propionic anhydride

【CA登记号】

【 分 子 式 】C30H33NO6

【 分 子 量 】503.59516

【元素组成】C 71.55% H 6.6% N 2.78% O 19.06%

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:(XVIII)

Resolution of the racemic acid (X) was carried out via activation as the mixed anhydride (XVIII) upon treatment with pivaloyl chloride (XVII) and triethylamine. Anhydride (XVIII) was then condensed with (S)-2-phenylglycinol (XIX), producing a separable mixture of diastereomeric amides. Isolation of the desired (S,S)-isomer (XX) by silica gel chromatography, followed by amide hydrolysis under acidic conditions, furnished the target (S)-enantiomer.

2 Kalchar, S.; Lohray, V.B.; Lohray, B.B.; Chakrabarti, R.; Bajji, A.C.; Ramanujam, R. (Dr. Reddy's Research Foundation); Novel tricyclic cpds. and their use in medicine; process for their preparation and pharmaceutical compsns. containing them. EP 1049684; JP 2001519422; WO 9919313 .
3 Rajagopalan, R.; Ashok, C.B.; Shivaramayya, K.; Gurram, R.M.; Lohray, B.B.; Paraselli, B.R.; Rajan, C.; Lohray, V.B. (Dr. Reddy's Research Foundation); Novel tricyclic cpds. and their use in medicine; process for their preparation and pharmaceutical compsn. containing them. EP 1155006; WO 0050414 .
1 Lohray, B.B.; et al.; (-)-3-[4-[2-(Phenoxazin-10-yl)ethoxy]phenyl]-2-ethoxypropanoic acid[(-)DRF 2725]: A dual PPAR agonist with potent antihyperglycemic and lipid modulating activity. J Med Chem 2001, 44, 16, 2675.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(X) 51681 2-ethoxy-3-[4-[2-(10H-phenoxazin-10-yl)ethoxy]phenyl]propionic acid C25H25NO5 详情 详情
(XVII) 13597 2,2-Dimethylpropanoyl chloride; Pivaloyl chloride 3282-30-2 C5H9ClO 详情 详情
(XVIII) 51691 1,1-dimethylpropionic 1-ethoxy-2-[4-[2-(10H-phenoxazin-10-yl)ethoxy]phenyl]propionic anhydride C30H33NO6 详情 详情
(XIX) 10973 (2S)-2-Amino-2-phenyl-1-ethanol; (S)-2-Hydroxy-1-phenylethylamine; (S)-(+)-2-Phenylglycinol; (S)-2-Amino-2-phenyl-1-ethanol 20989-17-7 C8H11NO 详情 详情
(XX) 51692 (2S)-2-ethoxy-N-[(1S)-2-hydroxy-1-phenylethyl]-3-[4-[2-(10H-phenoxazin-10-yl)ethoxy]phenyl]propanamide C33H34N2O5 详情 详情
Extended Information