Electron‐impact‐induced ion fragmentation of polyfunctional N‐cyclohexylcarbamates

Abstract

Mass spectra at 70, 15 and 10 eV are reported for methyl N-cyclohexylcarbamate, methyl N-trans-2-iodocyclohexylcarbamate, allyl N-cyclohexylcarbamate and allyl N-trans-2-iodocyclohexylcarbamate. Principal modes of ion fragmentation including hydrogen and skeletal rearrangements are discussed in terms of individual functional groups and their interaction, and are consistent in many cases with mechanisms previously proposed for other compounds. The effects of the iodo and the allyl groups, when present, predominate in the spectra. The application of McLafferty's 'active site' concept to these polyfunctional compounds is found to be useful.

Catalytic Removal of N‐Allyloxycarbonyl Groups Using the [CpRu(IV)(π‐C3H5)(2‐quinolinecarboxylato)] PF6 Complex. A New Efficient Deprotecting Method in Peptide Synthesis.

“…Substrates: Allyl 2-phenylethyl carbonate (1a) 2 , allyl N- (2-phenylethyl)carbamate (1b), 3 allyl N-cyclohexylcarbamate (1c), 4 allyl Nphenylcarbamate (1e), 5 and allyl morpholine-4-carboxylate (1f) 6 were synthesized according to published procedures. Allyl N-2-(2-methyl-3-phenylpropyl)carbamate (1d) and N-allyloxycarbonyl-(S)-proline tert-butyl ester (1g) were synthesized as follows.…”

Facile and Selective Deallylation of Allyl Ethers Using Diphosphinidenecyclobutene‐Coordinated Palladium Catalysts.

“…20 Colorless oil. 1 H NMR (CDCl 3 , 20 °C): d 4.51 (ddd, J = 5.1, 1.5 and 1.5 Hz, 2H), 5.30 (ddt, J = 10.2, 1.5 and 1.5 Hz, 1H), 5.40 (ddt, J = 17.1, 1.5 and 1.5 Hz, 1H), 6.03 (ddd, J = 17.1, 10.2 and 5.1 Hz, 1H), 6.80 (d, J = 9.0 Hz, 2H), 7.37 (d, J = 9.0 Hz, 2H).24 21. Colorless oil 1.…”