147407-81-6

Basic information

• Product Name: 5-benzyl-1-trityl-1H-tetrazole
• Synonyms: 5-benzyl-1-trityl-1H-tetrazole
• CAS NO: 147407-81-6
• Molecular Weight: 402.498
• Mol File: 147407-81-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 5-benzyl-1-trityl-1H-tetrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-benzyl-1-trityl-1H-tetrazole(147407-81-6)
• EPA Substance Registry System: 5-benzyl-1-trityl-1H-tetrazole(147407-81-6)

Safety Data

• Hazardous Substances Data: 147407-81-6(Hazardous Substances Data)

Upstream product

• 18489-25-3 5-benzyl-1H-tetrazole 
• 76-83-5 trityl chloride 

Downstream Products

• 18489-25-3 5-benzyl-1H-tetrazole 

Relevant articles and documents

Indium-Mediated Cleavage of the Trityl Group from Protected 1 H -Tetrazoles

On treatment with indium metal in MeOH-THF, trityl groups undergo reductive removal from 1H-protected tetrazoles (including aliphatic, aromatic, and heteroaromatic substituents), affording the corresponding free tetrazoles in excellent yields, without any decomposition of the tetrazole ring or reduction of any other group.

Detritylation of protected tetrazoles by naphthalene-catalyzed lithiation

Treatment of N-tritylated tetrazoles bearing aliphatic, aromatic, or heteroaromatic substituents (including functionalized ones) with lithium powder and a catalytic amount of naphthalene led to reductive removal of the trityl group to give excellent yields of the corresponding free tetrazoles without decomposition of the tetrazole ring. The detritylation process was successfully extended to several tetrazoles that are components of sartans, an interesting class of drugs. The chemoselectivity between trityl-tetrazole and trityl-amine bond-cleavage reactions was also studied. This method represents an efficient technique for deprotection of tritylated tetrazoles under non-acidic conditions. Georg Thieme Verlag Stuttgart, New York.