1211543-89-3

Basic information

• Product Name: CF₃O₃S^(1-)*C₁₈H₃₇N₂Si⁽¹⁺⁾
• Synonyms: CF₃O₃S^(1-)*C₁₈H₃₇N₂Si⁽¹⁺⁾
• CAS NO: 1211543-89-3
• Molecular Weight: 458.661
• Mol File: 1211543-89-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: CF₃O₃S^(1-)*C₁₈H₃₇N₂Si⁽¹⁺⁾(CAS DataBase Reference)
• NIST Chemistry Reference: CF₃O₃S^(1-)*C₁₈H₃₇N₂Si⁽¹⁺⁾(1211543-89-3)
• EPA Substance Registry System: CF₃O₃S^(1-)*C₁₈H₃₇N₂Si⁽¹⁺⁾(1211543-89-3)

Safety Data

• Hazardous Substances Data: 1211543-89-3(Hazardous Substances Data)

Upstream product

• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 
• 6674-22-2 1,8-diazabicyclo[5.4.0]undec-7-ene 

Relevant articles and documents

Selective triisopropylsilylation of α-amino acids: protection without racemization

The mono-, di- and trisilylation of α-amino acids with TIPSOTf is described. Treatment of the α-amino acids, proline and tryptophan with TIPSOTf in MeCN provides a quantitative yield of the corresponding ammonium salts of the O-TIPS esters (4). Employing two (2) equivalents of TIPSOTf/EDIPA produces N,O-bis-TIPS amino acid derivatives (2) without racemization as stable compounds (73-87%, 13 examples). Three (3) equivalents of this silylation mixture produces the corresponding tris-TIPS derivatives 6 (62-88%, 6 examples) from amino acids which contain protic functionality in their side chain. While this trisilylation procedure is ineffective for tryptophan, the N,O-bis-TIPS derivative 2m is easily prepared through this method, and the third silylation is achieved without racemization employing t-BuLi/R3SiX producing N1-SiR3-N,O-bis-TIPS tryptophans (51-97%, 4 examples).