Abstract
A nine-step synthesis of pentacyclic key intermediate 11 of cribrostatin 4 (2) along with renieramycin I (1i) from 3,6-bisarylpiperazine-2,5-dione derivative 3 is described. The key step of this synthesis is the stereoselective cyclization of lactam nitrogen with diethoxyethyl benzoate, followed by the stereoselective hydrogenation to generate ABC ring system 6.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Benzoates / chemistry*
-
Cyclization
-
Hydrogenation
-
Isoquinolines / chemistry*
-
Molecular Conformation
-
Piperazines / chemistry*
-
Tetrahydroisoquinolines / chemical synthesis*
-
Tetrahydroisoquinolines / chemistry
Substances
-
Benzoates
-
Isoquinolines
-
Piperazines
-
Tetrahydroisoquinolines
-
cribrostatin 4
-
renieramycin I
-
3,6-bis(5-chloro-2-piperidyl)-2,5-piperazinedione