Jeong Lak Shin, Tosh Dilip K, Choi Won Jun, Pal Shantana
Laboratory of Medicinal Chemistry, College of Pharmacy, Ewha Womans University, Seoul, Korea.
Curr Protoc Nucleic Acid Chem. 2008 Sep;Chapter 14:Unit 14.6. doi: 10.1002/0471142700.nc1406s34.
Fluoroneplanocin A, designed as a potent mechanism-based irreversible inhibitor of S-adenosylhomocysteine hydrolase (SAH), is synthesized from D-ribose via a key D-cyclopentenone intermediate. This intermediate is synthesized using a stereoselective Grignard reaction, a ring-closing metathesis (RCM) reaction, and oxidative rearrangement as key steps.
氟罗尼泊菌素A被设计为一种基于机制的强效不可逆S-腺苷同型半胱氨酸水解酶(SAH)抑制剂,它由D-核糖经关键的D-环戊烯酮中间体合成。该中间体的合成以立体选择性格氏反应、关环复分解(RCM)反应和氧化重排作为关键步骤。