申请人:Connolly Joseph Terrence
公开号:US20050038240A1
公开(公告)日:2005-02-17
A process for the preparation of a 4′-azido-2′,3′,5′-triacyl-nucleoside compound (I; B=B1; R
1
is R
1a
CO— and R
2
is R
2a
CO—) or a 4′-azidonucleoside compounds (I; B is B1 or B2 and R
1
and R
2
are hydrogen and acid addition salts thereof) wherein R
1a
and R
2a
are independently C
1-10
alkyl or phenyl optionally substituted with 1 to 3 substituents selected from the group consisting of alkyl, alkoxy, halogen, nitro or cyano and R
3
is selected from the group consisting of hydrogen, C
1-6
alkyl, C
1-3
haloalkyl and halogen, comprising contacting a 5′-iodo compound II with a peracid, R
2a
C(O)OOH, an acid R
2a
C(O)OH and a phase transfer catalyst and interconverting a uridine B1 to a cytosine B2. The present process provides the 4′-azidonucleosides safely and selectively in high purity with increased efficiency.
一种制备4'-偶氮基-2'、3'、5'-三酰基-核苷化合物(I;B=B1;R1为R1aCO-,R2为R2aCO-)或4'-偶氮基-核苷化合物(I;B为B1或B2,R1和R2为氢,以及它们的酸加成盐),其中R1a和R2a分别独立地为C1-10烷基或苯基,可选地被1至3个取自烷基、烷氧基、卤素、硝基或氰基的取代基取代,R3选自羟基、C1-6烷基、C1-3卤代烷基和卤素,包括将5'-碘化合物II与过酸、R2aC(O)OOH、酸R2aC(O)OH和相转移催化剂接触,并将尿苷B1互变为胞嘧啶B2。本发明提供了一种安全、选择性高、纯度高、效率提高的制备4'-偶氮基-核苷化合物的方法。