Synthesis of N-(Trimethylsilylethoxycarbonyl)-deoxycytidine and Deoxyadenosine Derivatives as Key Intermediates for the DNA Synthesis using Fluoride Ion-Promoted Deprotection Strategy

Title: Synthesis of N-(Trimethylsilylethoxycarbonyl)-deoxycytidine and Deoxyadenosine Derivatives as Key Intermediates for the DNA Synthesis using Fluoride Ion-Promoted Deprotection Strategy

Volume: 1 Issue: 2

Author(s): Mitsuo Sekine, Masanori Tobe, Takashi Nagayama and Takeshi Wada

Affiliation:

Keywords: teoc group, base-sensitive, n-protected nucleosides, dna/rna chemical synthesis

Abstract: An improved method for the synthesis of trimethylsilylethyl chloroformate (Teoc-Cl) was studied in great detail. N-Teoc-adenosine, N-Teoccytidine and their deoxyribonucleoside derivatives were synthesized as the key synthetic intermediates for the synthesis of base-sensitive oligonucleotide derivatives by use of N-methylimidazole. The stability and chemical properties of these Nprotected nucleoside derivatives were examined.

Cite this article as:

Sekine Mitsuo, Tobe Masanori, Nagayama Takashi and Wada Takeshi, Synthesis of N-(Trimethylsilylethoxycarbonyl)-deoxycytidine and Deoxyadenosine Derivatives as Key Intermediates for the DNA Synthesis using Fluoride Ion-Promoted Deprotection Strategy, Letters in Organic Chemistry 2004; 1 (2) . https://dx.doi.org/10.2174/1570178043488419