tert-Butylcyclopentane Derivatives. Part 8. Synthesis of tert-Butylcyclopentane-fused Pyrimidin-4-ones

In the reactions of ethyl (1 R*,2S*,4S*)-2-amino-4-tert-butyl-1-cyclopentanecarboxylate (4) or (1R*,3S*,5S*)-3-tert-butyl-6-azabicyclo[3.2.0]heptan-7-one (2) or (1R*,2S*,4S*)-2-amino-4-tert-butyl-1-cyclopentanecarboxamide (6) with imidates or triethyl orthobenzoate, tert-butylcyclopentane-fused dihy...

Teljes leírás

Elmentve itt :
Bibliográfiai részletek
Szerzők: Szakonyi Zsolt
Fülöp Ferenc
Bernáth Gábor
Sohár Pál
Dokumentumtípus: Cikk
Megjelent: 1996
Sorozat:HETEROCYCLES 42 No. 2
Tárgyszavak:
doi:10.3987/com-95-s54

mtmt:27991
Online Access:http://publicatio.bibl.u-szeged.hu/31816
Leíró adatok
Tartalmi kivonat:In the reactions of ethyl (1 R*,2S*,4S*)-2-amino-4-tert-butyl-1-cyclopentanecarboxylate (4) or (1R*,3S*,5S*)-3-tert-butyl-6-azabicyclo[3.2.0]heptan-7-one (2) or (1R*,2S*,4S*)-2-amino-4-tert-butyl-1-cyclopentanecarboxamide (6) with imidates or triethyl orthobenzoate, tert-butylcyclopentane-fused dihydropy-rimidin-4-ones (7a-e) were prepared. The azetidinone (2) with lactim ethers furnished pyrrolo-, pyrido- and azepino[1,2-a]pyrimidin-4-ones (8-10) in ring-enlargement reactions. Ethyl (1R*,2S*,4S*)-2-amino-4-tert-butyl-1-cyclopentanecarboxylate (4) and ethyl (1R*,2S*,4S*)-2-benzylamino-4-tert-butyl-1 cyclopentanecarboxylate (5) and potassium cyanate or phenyl isocyanate or potassium thiocyanate or phenyl isothiocyanate, yielded pyrimidine-2,4-diones or 2-thioxopyrimidin-4-ones (11-22).
Terjedelem/Fizikai jellemzők:625-634
ISSN:0385-5414; 1881-0942