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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-H314
Catches fire spontaneously if exposed to air. Causes severe skin burns and eye damage.
Precautionary Statements: P210-P222-P260-P264b-P280-P301+P330+P331-P302+P334-P304+P340-P305+P351+P338-P310-P363-P370+P378q-P501c
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not allow contact with air. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF ON SKIN: Immerse in cool water/wrap in wet bandages. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant