Oxime carbonates

Abstract

Novel carbonic acid esters are disclosed which are useful in a process for introducing esterified carboxy-type protective groups on amino and/or imino groups in amino and/or imino group-containing compounds for the temporary protection of said amino and/or imino groups. Additionally, processes for preparing said esters are also disclosed. .Iadd.

What we claim is: .[.1. Carbonic acid esters of the formula: 
     
        carbon atoms of lower alkyl for R' 1  is 4 or 5..]. .[.2.  The compounds according claim 1 wherein Y' is cyano, nitro, carbamoyl, esterified carboxy, lower alkanoyl, aroyl, di-substituted carbamoyl, or aryl which may have substituents selected from the group consisting of lower alkoxy, nitro, cyano, and halo(lower)alkyl and Z' is aryl which may have substituents selected from the group consisting of lower alkoxy, nitro, cyano and halo(lower) alkyl..]. .[.3. The compounds according to claim 2, wherein R' 1  is lower alkyl which may have halogen, or ar(lower)alkyl which may have lower alkoxy, Y' is aryl or cyano and   Z' is aryl;   provided that when R' 1  is lower alkyl Y' is cyano and Z' is aryl, the number of carbon atoms of lower alkyl for R' 1  is 4 or 5..]. .[.4. The compounds according to claim 3, wherein R' 1  is lower alkyl which may   
     
     
        have halogen..]. 5. The compounds according to claim .[.4.]. .Iadd.30.Iaddend., wherein R' 1  is lower alkyl .Iadd.having four or 
     
     
        five carbon atoms.Iaddend.. 6. The compounds according to claim 5, wherein R' 1  is lower alkyl having 4 or 5 carbon atoms, Y' is cyano and Z' is 
     
     
        aryl. 7. The compounds according to claim 6, wherein R' 1  is 
     
     
        tert-butyl or 1-cyclopropylethyl and Z' is phenyl; or naphthyl. 8. The 
     
     
        compounds according to claim 7, wherein R' 1  is tert-butyl. 9. The 
     
     
        compound according to claim 8, wherein Z' is phenyl. 10. The compound 
     
     
        according to claim 8, wherein Z' is naphthyl. 11. The compound according 
     
     
        to claim 7, wherein R' 1  is 1-cyclopropylethyl and Z' is phenyl. 12. The compounds according to claim 5, wherein Y' is aryl and Z' is aryl. 
     
     
        3. The compound according to claim 12, wherein R' 1  is tert-butyl, Y' 
     
     
        is phenyl and Z' is phenyl. 14. The compounds according to claim .[.4.]. .Iadd.30.Iaddend., where R' 1  is lower alkyl having .[.halogen.]. .Iadd.at least one halogen substituent.Iaddend., Y' is cyano and Z' is 
     
     
        aryl. 15. The compounds according to claim 14, wherein R' 1  is ethyl 
     
     
        having chlorine and Z' is phenyl. 16. The compound according to claim 15, wherein R' 1  is 2,2,2-trichloroethyl. .[.17. The compounds according to claim 3, wherein R' 1  is ar(lower)alkyl which may have lower 
     
     
        alkoxy, Y' is cyano and Z' is aryl..]. 18. The compounds according to claim .[.17.]. .Iadd.29.Iaddend., wherein R' 1  is benzyl which may 
     
     
        have methoxy .Iadd.substituents .Iaddend.and Z' is phenyl. 19. The compounds according to claim 18, wherein R' 1  is benzyl or 
     
     
        4-methoxybenzyl. 20. The compound according to claim 19, wherein R' 1   
     
     
        is benzyl. 21. The compound according to claim 19, wherein R' 1  is 
     
     
        methoxybenzyl. 22. The compounds according to claim .[.1,.]. .Iadd.27 .Iaddend.wherein R' 1  is lower alkyl, Y' is cyano and Z' is aryl 
     
     
        having halogen. 23. The compounds according to claim 22, wherein R' 1  is tert-butyl and Z' is phenyl having .[.chlorine.]. .Iadd.at least one 
     
     
        chlorine substituent.Iaddend.. 24. The compound according to claim 23, wherein Z' is 4-chlorophenyl. .Iadd. 25. Carbonic acid esters of the formula:   R'.sub.1 OCOOR'.sub.2     wherein R' 1  is lower alkyl which may have substituents selected from the group consisting of halogen, lower alkoxy and aryloxy, or ar(lower) alkyl, the aryl moiety of said ar(lower)alkyl may have substituents selected from the group consisting of lower alkoxy, halogen, nitro and cyano, R' 2  is a group represented by the formula: ##STR7##.Iaddend.  wherein Y' is selected from the group consisting of cyano, nitro, carbamoyl, lower alkanoyl, or aryl, and said aryl may have substituents selected from the group consisting of halogen, lower alkoxy, nitro, cyano and halo (lower) alkyl, and Z' is aryl which may have substituents selected from the group consisting of halogen, lower alkoxy, nitro, cyano and halo (lower) alkyl; provided that when R' 1  is lower alkyl, Y' is aryl or cyano, and Z' is aryl, the number of carbon atoms of   
     
     
        lower alkyl for R' 1  is 4 or 5. .Iadd. 26.  The compounds according to claim 25, wherein Y' is cyano, nitro, carbamoyl, lower alkanoyl, or aryl and said aryl may have substituents selected from the group consisting of lower alkoxy, nitro, cyano, and halo (lower) alkyl and Z' is aryl which may have substituents selected from the group consisting of lower alkoxy, nitro, cyano and halo (lower) alkyl. .Iaddend. .Iadd. 27. The compounds according to claim 25, wherein R' 1  is lower alkyl which may have halogen substituents, or ar(lower)alkyl, the aryl moiety of said ar(lower)alkyl may have lower alkoxy substituents Y' is cyano or aryl and   Z' is aryl which may have halogen substituents; provided that when R' 1  is lower alkyl, Y' is aryl or cyano, and Z' is aryl, the number of carbon atoms of lower alkyl for R' 1  is 4 or 5. .Iaddend..Iadd. 28. The compounds according to claim 27, wherein Z' is aryl. .Iaddend..Iadd. 29. The compounds according to claim 28, wherein R' 1  is ar(lower) alkyl, the aryl moiety of which may have lower alkoxy substituents, Y' is cyano and Z' is aryl. .Iaddend..Iadd. 30. The compounds according to claim 28, wherein R' 1  is lower alkyl which may have one or more halogen substituents. .Iaddend.