A facile synthesis of ω-aminoalkyl ammonium hydrogen phosphates

A series of og-aminoalkyl ammonium hydrogen phosphates were synthesized through a simple and efficient three-step method. The starting materials, co-aminoalkyl alcohols (AC-n, with carbon number n = 3, 4, 5, 6), were amino-protected with 9- fluorenylmethyl chloroformate (Fmoc-C1), followed by phosph...

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Veröffentlicht in:Chinese chemical letters 2012-08, Vol.23 (8), p.923-926
Hauptverfasser: Kong, Wei Bo, Zhou, Xiao Yong, Yang, Yang, Xie, Xing Yi
Format: Artikel
Sprache:eng
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Zusammenfassung:A series of og-aminoalkyl ammonium hydrogen phosphates were synthesized through a simple and efficient three-step method. The starting materials, co-aminoalkyl alcohols (AC-n, with carbon number n = 3, 4, 5, 6), were amino-protected with 9- fluorenylmethyl chloroformate (Fmoc-C1), followed by phosphorylation with POCI3 and deprotection in piperidine/DME The structures of each intermediate and final product were confirmed by 1H NMR, FTIR and mass spectrum. The yield of each step was about 77-92%, with a total yield higher than 56%. This new method was superior in low-cost raw materials, mild reaction temperatures (0-25 ℃) and easy purification methods.
ISSN:1001-8417
1878-5964
DOI:10.1016/j.cclet.2012.06.010