Navigation

0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login or sign up for a free trial to access the full content.
42.16.1.1.10.1 Method 1: Stepwise Esterification of Phosphoryl Chloride

DOI: 10.1055/sos-SD-042-00920

McKenna, C. E.; Kashemirov, B. A.; Błażewska, K. M.Science of Synthesis, (200942812.

This method is used for the preparation of simple dialkyl phosphates, but can also be applied to the synthesis of more-complex biophosphates, e.g. phosphatidylcholines 92, which are of interest as enzyme inhibitors, cardiac agents, and antifungal, antimicrobial, and antitumor agents. Stepwise diesterification of phosphoryl chloride in the presence of a tertiary amine, first by a long-chain alkoxy alcohol 91 and then by (2-hydroxyethyl)trimethylammonium 4-toluenesulfonate (choline 4-toluenesulfonate) provides a convenient and simple route to these compounds (Scheme 29).[‌88‌,‌89‌] Typically, the first esterification step is complete in 13h, whereas the second step requires 2 days.

Meeeee 88 Meeeeeeee ee Meeeeeeeeeeeeeeeeeee eeee Meeeeeeeee Meeeeeee[‌88‌]

Meeeeeeeeeee Meeeeeeee

Meeeeeeeeeeeeeeeeeee 88; Meeeeee Meeeeeeee:[‌88‌]

M eeee ee ee ω-eeeeeeeeeeee eeeee eeeee 88 (8eee) ee MMMe8 eee eeeee eeeeeeee ee e eeee ee MMMe8 (8.8eee) eee Me8M (8.8eee) ee MMMe8, eeeee eee eeeeeeeeeee eee eeeeeeeeee ee eeee 8°M ee eeeeeeee eeeeeee. Mee eeeeeee eee eeeeeee ee eeeee ee, eeeeeee eee 8e, eee eeee eeeeee ee 88°M. M eeee (88°M) eeee ee MM(MM8)8M+Me8 MMe (8.8eee) ee eeeeeeee (8eee) eee eeee eeeee eeeeee, eee eee eeeeeee eee eeeeeee ee ee eee 8e. M8M (88eee) eee eeeee eee eee eeeeeee eee eeeeeeeeeeee eeeee eeeeee. Mee eeeeeee eee eeeeeeeee eeee MM8Me8/eeeeeee (8:8) eee eee eeeeeeee eeee eeeeeeee eee eeee eeeeeeeeeeee eeeee eeeeeee eeeeeeee. Mee eeeeeee eee eeeeeeeee ee MMM/M8M (8:8) eee eeeeeeee ee eeeeeeeeeeeeee (Meeeeeeee MM8 eee-eeeeeeee eeeee). Mee eeeeee eeeeeee eee eeeeeee eeeeeeee ee eeeeeeeeeeeeee (eeeeee eee); eeeee: 8888%.

References


Cookie-Einstellungen