Silyl phosphorylating reagents and methods of using them

Details Silyl phosphorylating reagents and methods of using them Silyl phosphorylating reagents and methods of using them

1991-06-07

1995-01-10

Rollins, John W.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

536 253, 536 265, 558199, C07H 102, C07H 2104, C01B 3300

Patent

active

053808355

ABSTRACT:
Oligonucleotide phosphorylating reagents wherein the silyl moiety has three bulky substituents, such as phenyl or t-butyl, and the silyl moiety is attached to the carbon of an ethanol group whose hydroxyl is an activated phosphate group. The preferred compound is 2-triphenylsilylethyl-2-cyanoethyl-N,N diisopropylaminophosphoramidite. The method of using this reagent to phosphorylate the 5'-OH of nucleosides and oligonucleotides is also disclosed. Nucleosides and nucleotides whose 5'-OH has been phosphorylated by the above reagent are also disclosed. The phosphorylated intermediate bearing the silyl group may be separated from failure product on the basis of bulky substituents on the silyl protecting group, which can be later removed by fluoride ion.

REFERENCES:
patent: 5039706 (1991-08-01), Engels et al.
patent: 5071974 (1991-12-01), Groody
Horn et al. Tetrahedron Letters 27:4705-4708, 1986.
Uhlmann et al. Tetrahedron Letters 27:1023-1026, 1986.
Honda et al. Tetrahedron Letters 22:2093-2096, 1981.

Affiliated with

Also associated with

Rating

Silyl phosphorylating reagents and methods of using them does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Silyl phosphorylating reagents and methods of using them, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Silyl phosphorylating reagents and methods of using them will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-851552