Study on synthesis of (R)-tert-butyl 4-formyl-2,2-dimethylthiazolidine-3-carboxylate

(R)-tert-butyl 4-formyl-2,2-dimethylthiazolidine-3-carboxylate is an imntermediate of S-jaspine B known as a potential substitution of pachastrissamine (jaspine B) which shows effective biological activity. Herein we describe an elegant straightforward synthetic path for this attractive molecule intermediate. Introduction Jaspine B (1) (showed in Figure 1) is a natural occurring product with three chiral centers in a tetrahydrofuran ring. Since jaspine B has been firstly isolated form Okinawan marine sponge Pachastrissa sp. in 2002 by Higa and coworkers [1], many investigations has been attached to this attractive molecule and its analogs [2-4]. Jaspine B was observed to display remarkable cytotoxicity against several kinds of cancer cell lines. Andrieu-Abadie and co-workers reported that jaspine B induces apoptotic cell death in melanoma cells through a caspase-dependent pathway [5]. A lot of literatures have reported the syntheses of jaspine B [6-9].