An intramolecular benzyl rearrangement of 1-(N-benzyloxycarbonylamino)alkylphosphonate diesters under electrospray ionization conditions

作者：Ma Y^*; Chen Y; Sun M; Zhao YF

来源：Rapid Communications in Mass Spectrometry, 2003, 17(13): 1449-1454.

DOI：10.1002/rcm.1070

The mass spectrometric behavior of eleven 1-(N-benzyloxycarbonyl(Cbz)amino)alkylphosphonate diesters was studied under positive ion electrospray ionization (ESI) conditions. Their fragmentation pathways are depicted and supported by tandem mass spectrometry. Besides the common eliminations of ether, benzyl alcohol, phosphite and an ether plus benzyl alcohol from molecular ions, the title compounds show a tendency to undergo an interesting intramolecular benzyl rearrangement to yield benzylphosphonate ions. The fragmentation patterns do not depend on the substituent attached to the alpha-carbon atom.

• 出版日期2003
• 单位清华大学