Method of deprotecting polynucleotide trimethylethyl phosphotrie

Details Method of deprotecting polynucleotide trimethylethyl phosphotrie Method of deprotecting polynucleotide trimethylethyl phosphotrie

1984-10-11

1987-06-09

Brown, Johnnie R.

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

Organic compounds

Carbohydrates or derivatives

536 28, 536 29, C07H 1910, C07H 1920

Patent

active

046721100

ABSTRACT:
Oligonucleotides protected by trihalomethylethyl phosphotriester groups are deprotected by reaction with tributylphosphine or phosphoramadite. The deprotection step can be carried out with the polynucelotide intermediate attached to a solid support, or in solution following detachment. The method facilitates the use of trihalomethylethyl protecting groups.

REFERENCES:
Finnan et al., Nucleic Acids Research, Symp. Series No. 7, 1980, pp. 133-145.
Letsinger et al., J.A.C.S. 98(12) 1976, pp. 3655-3661.
Amarnath et al., Chemical Reviews, 1977, vol. 77(2), pp. 183-217.
Koster, Nucleic Acids Res., Symp. Series 7 (1980), pp. 39-59.
Chem. Ber. 102, 2362-2377 (1969, pp. 2365 & 2376-2377 Pertinent.
Chem. Ber. 100, 2228-2235 (1967), pp. 2232 Pertinent.
Letsinger et al., Use of Trichlorodimethylethyl as a Protecting Group and Tributylphosphine as a Deprotecting Agent in Oligonuc Syn., JACS 104, 6805 (1982).
Amarnath et al., Chemical Synthesis of Oligonucleotides, Chem. Reviews 77(2), 193 (1977).
Ikehara et al., The Synthesis of Polynucleotides, Adv Carbohyd Chem. and Biochem 36, 135 (1979).
McBride et al., an Investigation of Several Deoxynucleoside Phosphoramidites . . . , Tetrahedron Letters 24(3), 245 (1983).
Eckstein, B,B,B-Trichloroethyl Alcohol as a Protective Group for Phosphoric Acid . . . , Chem. Abstracts 64:3662a (1966).

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