846539-19-3Relevant articles and documents
NOVEL PROTECTING REAGENTS, PROTECTING GROUPS AND METHODS OF FORMING AND USING THE SAME
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Page/Page column 27; 47; 51-52, (2010/02/14)
New protecting reagents are provided that allow for the selective placement of a new protecting group onto a reactive site of a multifunctional compound. The reagents are 2, 3, and 4-trialkylsilylxylyl, triarylsilylxylyl or a combination of alkyl-aryl silylxylyl reagents (TIX reagents), which carry a TIX protecting group for protecting alcohols as ethers, urethanes, carbonates, acetals; amines as carbamates or ureas; and thiols as ethers or esters. The invention also provides methods of forming the 2, 3, and 4-TIX reagents; introducing the TIX protecting groups to molecules bearing hydroxyl groups, amine groups, or thiol groups; methods of removing the TIX protecting groups; and intermediate compounds formed during any one of these methods. The invention further provides methods useful in producing epothilones and analogs and derivatives thereof.
The trimethylsilyl xylyl (TIX) ether: A useful protecting group for alcohols
Reddy, Ch. Raji,Chittiboyina, Amar G.,Kache, Rajashaker,Jung, Jae-Chul,Watkins, E. Blake,Avery, Mitchell A.
, p. 1289 - 1295 (2007/10/03)
A new protecting group for alcohols, the p-trimethylsilyl xylyl (TIX) group has been developed. The TIX group is used to protect various alcohols under acidic as well as basic conditions. The protected ethers thus formed had noteworthy chemoselectivity upon deprotection in the presence of other benzyl ethers and commonly used protecting groups. The stability of the TIX group towards various reagents has also been examined.