200626-04-6

Basic information

• Product Name: N-Benzyl-4,4',4''-trimethoxytritylamine
• Synonyms: N-Benzyl-4,4',4''-trimethoxytritylamine
• CAS NO: 200626-04-6
• Molecular Weight: 439.554
• Mol File: 200626-04-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-Benzyl-4,4',4''-trimethoxytritylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzyl-4,4',4''-trimethoxytritylamine(200626-04-6)
• EPA Substance Registry System: N-Benzyl-4,4',4''-trimethoxytritylamine(200626-04-6)

Safety Data

• Hazardous Substances Data: 200626-04-6(Hazardous Substances Data)

Upstream product

• 437-30-9 4,4',4-trimethoxytrityl tetrafluoroborate 
• 100-46-9 benzylamine 
• 100-39-0 benzyl bromide 
• 154776-46-2 4,4',4-trimethoxytritylamine 

Downstream Products

• 3010-81-9 tris(4-methoxyphenyl)methanol 
• 18720-46-2 benzylamine hydrogenperchlorate 

Relevant articles and documents

4,4′-Dimethoxytrityl and 4,4′,4″-trimethoxytrityl as protecting groups for amino functions; selectivity for primary amino groups and application in 15N-labelling

4,4′-Dimethoxytrityl tetrafluoroborate (DMT+ BF4-) and 4,4′,4″-trimethoxytrityl tetrafluoroborate (TMT+ BF4-) are useful reagents for protecting primary and some secondary amines. Protected amines are obtained either by reaction of DMT+ BF4- or TMT+ BF4- with the amine or by alkylating DMT- or TMT-amine (available from DMT+ BF4- and TMT+ BF4- by treatment with ammonia). Alkylation of DMT- or TMT-amine stops after monoalkylation. Deprotection of the alkylated DMT- and TMT-amine is achieved by treatment with an acid of appropriate molarity (e.g. 0.1 M HCl in 1:1 tetrahydrofuran-water for TMT-amines). The value of the methodology described is illustrated by a synthesis of (15NH2) adenosine. X-Ray molecular structures of one DMT and two TMT derivatives are reported.