Transprotection of silyl ethers of nucleosides in FeCl3 based ionic liquids.
Ionic liquid mediated deprotection of tert-butyldimethyl silyl (TBDMS) ethers derived from various primary and secondary alcohols have been studied and the reaction conditions optimized. Deprotection of the silyl ethers in FeCl3 based ionic liquids in presence of acetic anhydride yielded the acetate esters of the corresponding alcohols in good yields. The transprotection methodology was extended to the silyl ethers of nucleosides to yield the corresponding acetylated products.
Harjani
Jitendra R
JR
Department of Chemistry, The Institute of Science, Mumbai India.
Nara
Susheel J
SJ
Salunkhe
Manikrao M
MM
D000085:Acetates / Q000737:chemistry; D000089:Acetic Anhydrides / Q000737:chemistry; D000438:Alcohols / Q000737:chemistry; D002621:Chemistry / Q000379:methods; D002712:Chlorides; D004987:Ethers / Q000737:chemistry; D005290:Ferric Compounds / Q000737:chemistry*; D007477:Ions; D008956:Models, Chemical; D008967:Molecular Biology / Q000379:methods; D009705:Nucleosides / Q000737:chemistry*
D000085:Acetates; D000089:Acetic Anhydrides; D000438:Alcohols; D002712:Chlorides; D004987:Ethers; D005290:Ferric Compounds; D007477:Ions; D009705:Nucleosides; C031800:acetic anhydride; C024555:ferric chloride