A novel scalable and stereospecific synthesis of 3 alpha- and 3 beta-amino-5 alpha-androstan-17-ones and 3 alpha- and 3 beta-amino-5 alpha-pregnan-20-ones

作者：Hitchin James R^*; Hamilton Niall M; Jordan Allan M; Lyons Amanda J; Ogilvie Donald J

来源：Tetrahedron Letters, 2012, 53(23): 2868-2872.

DOI：10.1016/j.tetlet.2012.03.124

• Steroid
• Stereoselectivity
• Phthalimide
• Mitsunobu reaction
• Scalability

A novel scalable stereoselective synthesis of 3 alpha- and 3 beta-amino-5 alpha-androstan-17-ones and 3 alpha- and 3 beta-amino-5 alpha-pregnan-20-ones has been developed using phthalimide based Mitsunobu chemistry. In all four cases, the products were isolated as single diastereoisomers in high chemical yield and purity without the need for chromatography at any stage in their syntheses.

• 出版日期2012-6-6