Synthesis and conformational analysis of 6-[ N, N-bis(dihydroxyphosphorylmethyl)amino]methyl-2-hydroxy-2-oxido-1,4,2-oxazaphosphorinane-4-methylphosphonic acid by NMR spectroscopy.

Autor: Bolt, Ya., Belus', S., Tsirul'nikova, N.
Předmět:
Zdroj: Russian Chemical Bulletin; Jan2016, Vol. 65 Issue 1, p291-294, 4p
Abstrakt: The Kabachnik-Fields methylphosphorylation of 1,3-diaminopropan-2-ol affords a mixture of 1,3-diamino-2-hydroxypropane- N, N, N′, N′-tetrakismethylphosphonic acid and its intramolecular cyclic ester. Subsequent heating of this mixture led to the thermal dehydration of the acid with the 1,4,2-oxazaphosphorinane ring closure and the formation of 6-[ N, N-bis(dihydroxyphosphorylmethyl)amino]methyl-2-hydroxy-2-oxido-1,4,2-oxazaphosphorinane4-methylphosphonic acid. A predominant chair conformation of the formed six-membered heterocycle was inferred from the data of 2D homonuclear (H, H; J-resolved) and heteronuclear (H, C; HSQC, HMBC) NMR correlation spectra. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index