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2-Cyanoethyl diisopropylchlorophosphoramidite is a useful intermediate in organic synthesis. It acts as a protecting reagent in DNA synthesis. It is involved in the selective monophosphorylation of carbohydrates and nucleosides. It plays an essential role in the conversion of protected ribonucleosides to phosphoramidites. It is also utilized as phosphitylating reagent for 3'-hydroxyl groups in the synthesis of oligodeoxyribonucleotides.
Phosphitylating agent for use in oligonucleotide synthesis by the phosphite triester method: Tetrahedron Lett., 24, 5843 (1983); 27, 1211 (1986).
Zhou, Y.; Chladek, S.; Romano, L. J. Synthesis of Oligonucleotides Containing Site-specific Carcinogen Adducts. Preparation of the 2-Cyanoethyl N, N-Diisopropylphosphoramidite of N-(2'-Deoxyguanosin-8-yl)-2-(acetylamino)fluorene with Fmoc as the Base-Protecting Group. J. Org. Chem. 1994, 59 (3), 556-563.
Balaz, M.; Holmes, A. E.; Benedetti, M.; Proni, G.; Berova, N. Porphyrin substituted phosphoramidites: new building blocks for porphyrin-oligonucleotide syntheses. Bioorg. Med. Chem. 2005, 13 (7), 2413-2421.
Hazard Statements: H250-H252-H302-H314-H318
Catches fire spontaneously if exposed to air. Self-heating in large quantities; may catch fire. Harmful if swallowed. Causes severe skin burns and eye damage. Causes serious eye damage.
Precautionary Statements: P280-P305+P351+P338-P309-P310a
Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: Immediately call a POISON CENTER/doctor