Recovery of triarylmethyl halide protecting groups cleaved durin

Details Recovery of triarylmethyl halide protecting groups cleaved durin Recovery of triarylmethyl halide protecting groups cleaved durin

1998-07-17

2000-09-26

Ambrose, Michael G

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

Organic compounds

Acyclic carbon bonded directly to three benzene rings or to...

5483461, 548476, 549 26, 549388, 549434, 549435, 549504, 552101, 552108, C09B 1104

Patent

active

061244848

ABSTRACT:
The present invention provides a method for the preparation of triarylmethyl protecting group reagents. The reagents are prepared from reaction effluent from the cleavage step of oligonucleotide synthetic regimes.

REFERENCES:
patent: 3687808 (1972-08-01), Merigan et al.
patent: 5563220 (1996-10-01), Webber et al.
Guo, Z., H.M. Pfundheller, and Y.S. Sanghvi. Organic Process Research & Development. 2, 415-417 (1998).
Bleasdale, C. et al., "4,4'-Dimethoxytrityl and 4-Monomethoxytrityl Tetrafluoroborate: Convenient Reagents for the Protection of Primary Alcohols Including Sugars", J. Chem. Soc. Perkin Trans., 1990, 1, 803-805.
Brill, W., "Facile Methods to Recycle Nucleosides during Solid Phase Synthesis of Oligonucleotides", Tetrahedron Letts., 1994, 35(19), 3041-3044.
Ciba Foundation Symposium 209, Oligonucleotides as Therapeutic Agents, John Wiley & Sons, 1997, 1-250.
Cook, P.D., "Medicinal chemistry of antisense oligonucleotides--future opportunities", Anti-Cancer Drug Design, 1991, 6, 585-607.
Delgado, C. et al., "The Uses and Properties of PEG-Linked Proteins", Crit. Rev. in Therapeutic Drug Carrier Sys., 1992, 9, 249-304.
Ding et al., "Detritylation of mono- and di-saccharide derivatives using ferric chloride hydrate", Carbohydrate Res., 1997, 303, 445-448.
Engels, "Selective Electrochemical Removal of Protecting Groups in Nucleotide Synthesis", Angew. Chem. Int. Ed. Engl., 1979, 18(2), 148-149.
Englisch, U. et al., "Chemically Modified Oligonucleotides as Probes and Inhibitors", Angew. Chem. Int. Ed. Eng., 1991, 30, 613-629.
Greene et al., "Use of the Naphthalene Radical Ion in Deblocking O-Methoxytrityl Nucleotide Derivatives", Tetrahedron Lett., 1975, 25, 2081-2084.
Kohli et al., "The Triphenylmethyl (Trityl) Group and its Uses in Nucleotide Chemistry", Tetrahedron Lett., 1980, 21, 2683-2686.
Kroschwitz, J.I., "Polynucleotides", Concise Encyclopedia of Polymer Science and Engineering, 1990, John Wiley & Sons, New York, 858-859.
Letsinger et al., "Selective Deprotection by Reductive Cleavage with Radical Anions", J. Am. Chem. Soc., 1975, 97(24), 7197-7198.
Matteucci et al., "The Use of Zinc Bromide for Removal of Dimethoxytrityl Ethers from Deoxynucleosides", Tetrahedron Lett., 1980, 21, 3243-3246.
Ouchi, T. et al., "Synthesis and Antitumor Activity of Poly(Ethylene Glycol)s Linked to 5'-Fluorouracil via a Urethane or Urea Bond", Drug Des. & Disc., 1992, 9, 93-105.
Ravasio, N. et al., "Selective Hydrogenations Promoted by Copper Catalysts. 1. Chemoselectivity, Regioselectivity, and Stereoselectivity in the Hydrogenation of 3-Substituted Steroids", J. Org. Chem., 1991, 56, 4329-4333.
Sanghvi, Y.S., "Heterocyclic Base Modifications in Nucleic acids and their Applications in Antisense Oligonucleotides", Antisense Research and Applications, 1993, Chapter 15, CRC Press, Boca Raton, 273-288.
Sanghvi et al., "Carbohydrates: Synthetic Methods and Applications in Antisense Therapeutics", in Carbohydrate Modifications in Antisense Research, ACS Symposium Series 580, ACS Publications, Washington, DC, 1994, Ch. 1, 1-22.
Scremin et al., "Stepwise Regeneration and Recovery of Deoxyribonucleoside Phosphoramidite Monomers during Solid-Phase Oligonucleotide Synthesis", J. Org. Chem., 1994, 59, 1963-1966.
Yang et al., "Facile Selective Detritylation of 5'-Primary Alcohols of Pyrimidine Nucleosides Using Tetra-n-butylammonium Peroxydisulfate", Heteroatom Chem., 1997, 8(5), 435-438.
Hayatsu, H et al., "Studies on Polynucleotides. LXXII. Deoxyribooligonuycleotide Synthesis on a Polymer Support", Journal of the American Chemical Society, 1967, 89, pp. 3880-3887.
Rathore, M et al., "A New Method for Synthesis of 4, 4'-dimethoxytrityl Chloride", Indian Journal of Chemistry, 1995, 34B, pp. 634-635.

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