Synthesis and separation of diastereomers of <i>O</i>-(2,2,2-trifluoroethyl)-3′,5′-dinucleoside phosphates
作者:Weide Luo、Elena Atrazheva、Nancy Fregeau、William H. Gmeiner、J. William Lown
DOI:10.1139/v94-193
日期:1994.6.1
The synthesis, diastereomeric separation, and characterization are described for a series of novel O-(2,2,2-trifluoroethyl)-3′,5′-dinucleoside phosphates, required for incorporation into antisense probes in the magnetic resonance imaging investigation of biodistribution. Preliminary assignment of the absoluteconfiguration of the Rp and Sp diastereomers is made on the basis of 31 P NMR spectra.
描述了一系列新型 O-(2,2,2-三氟乙基)-3',5'-双核苷磷酸酯的合成、非对映体分离和表征,在生物分布的磁共振成像研究中需要纳入反义探针. Rp 和 Sp 非对映异构体的绝对构型的初步分配是基于 31 P NMR 光谱进行的。
Synthesis and Characterization of (Disilylanilino)Phosphines
作者:Pradeep Devulapalli、Bin Wang、Robert H. Neilson
DOI:10.1080/10426507.2015.1072196
日期:2015.12.2
The disilyl(4-bromo)aniline (Me3Si)(2)NC6H4Br (A) readily undergoes metal-halogen exchange to give the reactive organolithium derivative (Me3Si)(2)NC6H4Li (B). Subsequent reactions with various chlorophosphines, R(R)PCl, or chloro(disilylamino)phosphines, (Me3Si)(2)NP(R)Cl, were used to prepare three varieties of the title compounds: (Me3Si)(2)NC6H4P(R)R (1: R = R = NMe2; 2: R = R = OCH2CF3; 3: R = Ph, R = OCH2CF3; 4: R = R = Ph; 5: R = Ph, R = Me), (Me3Si)(2)NC6H4P(R)N(SiMe3)(2) [6: R = Me; 7: R = i-Pr; 8: R = n-Bu, 9: R = OCH2CF3; 10: R = C6H4N(SiMe3)(2); 11: R = Ph], and (Me3Si)(2)NC6H4P(Ph)R [12: R = n-Bu; 13: R = C6H4N(SiMe3)(2)]. The new compounds 1-13 were generally obtained as colorless, distillable liquids that were fully characterized by NMR (H-1, C-13, and P-31) spectroscopy and elemental analysis.
Synthesis of Amido- and Diamidophosphites with Polyfluoroalkyl Substituents
作者:S. F. Malysheva、N. K. Gusarova、N. A. Belogorlova、A. M. Nalibayeva、S. V. Yasko、N. A. Chernysheva、S. I. Verkhoturova、G. K. Bishimbayeva、B. A. Trofimov
DOI:10.1134/s1070363220020103
日期:2020.2
Bis(polyfluoroalkyl) chlorophosphites and polyfluoroalkyl dichlorophosphites react easily with secondary amines (from -40 to -22 degrees C, 1-3 h, CH2Cl2) in the presence or absence of triethylamine to form the corresponding bis(polyfluoroalkyl) diorganylamidophosphites or bis(diorganylamido) polyfluoroalkyl phosphites in the yield of up to 74%. Bis(polyfluoroalkyl) diorganylamidophosphites were also synthesized from diorganylamidodichlorophosphites and polyfluoroalkanols (-25 to -22 degrees C, 2 h, Et3N-CH2Cl2) with a yield of 56-60%.