Corticosteroid decomposition via a mixed anhydride

被引：9

作者：

Conrow, RE ^{[1
]}

Dillow, GW ^{[1
]}

Bian, L ^{[1
]}

Xue, L ^{[1
]}

Papadopoulou, O ^{[1
]}

Baker, JK ^{[1
]}

Scott, BS ^{[1
]}

机构：

[1] Alcon Res Ltd, Ft Worth, TX 76134 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 19期

关键词：

D O I：

10.1021/jo020282g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oxidation of dexamethasone in an aqueous suspension by air during prolonged storage produces the 17alpha-formyloxy-17beta-carboxylic acid 4. A pathway to 4 is proposed that involves Baeyer-Villiger-type oxidation of keto aldehyde 1 to mixed anhydride 5, followed by intramolecular formyl transfer. Synthetically, acid 3 was reacted with N,N'-carbonyldiimidazole followed by triethylammonium formate in order to generate the transient anhydride 5 en route to an authentic sample of 4.

引用

页码：6835 / 6836

页数：2