SULFOSTIN ANALOGUE, AND PRODUCTION OF SULFOSTIN AND ITS ANALOGUE

摘要

PROBLEM TO BE SOLVED: To obtain a new sulfostin analogue (salt) which has a dipeptidyl peptidase IV-inhibiting action and is useful for immunomodulators, hormone modulators, anti-HIV medicines and the like. SOLUTION: A compound of formula I [(n) is 0 to 3, provided that a case wherein (n) is 2; the steric configuration of C* is S; the steric configuration of P* is R is excluded]. For example, 3(S)-amino-1-((S*)-amino(sulfoamino) phosphinyl)-2-piperidone. The compound of formula I is obtained by reacting a compound of formula II (Z is an amino-protecting group) with a sulfur trioxide or its complex, if necessary, exchanging a cation, and then removing a protecting group from the obtained compound of formula III (M is a monovalent cation). The compound of formula II is also preferably obtained by treating a compound of formula IV with a base and then reacting the reaction product with phosphorus oxychloride or POX3 (X is a halogen or imidazole) and then with ammonia.