444667-48-5

Basic information

• Product Name: 4-benzyloxy-N,N-bis(2-(tert-butyldimethylsilyloxy)ethyl)aniline
• Synonyms: 4-benzyloxy-N,N-bis(2-(tert-butyldimethylsilyloxy)ethyl)aniline
• CAS NO: 444667-48-5
• Molecular Weight: 515.884
• Mol File: 444667-48-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-benzyloxy-N,N-bis(2-(tert-butyldimethylsilyloxy)ethyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-benzyloxy-N,N-bis(2-(tert-butyldimethylsilyloxy)ethyl)aniline(444667-48-5)
• EPA Substance Registry System: 4-benzyloxy-N,N-bis(2-(tert-butyldimethylsilyloxy)ethyl)aniline(444667-48-5)

Safety Data

• Hazardous Substances Data: 444667-48-5(Hazardous Substances Data)

Upstream product

• 288-32-4 1H-imidazole 
• 101582-69-8 4--O-benzylphenol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 51388-20-6 4-benzyloxyaniline hydrochloride 

Downstream Products

• 444667-49-6 4-[N,N-bis(2-(tert-butyldimethylsilyloxy)ethyl)amino]phenol 
• 156079-90-2 di-tert-butyl <<<4-amino>phenyl>oxy>carbonyl>-L-glutamate 
• 156079-89-9 di-tert-butyl <<<4-phenyl>oxy>carbonyl>-L-glutamate 
• 156079-01-5 di-tert-butyl <<<4-phenyl>oxy>carbonyl>-L-glutamate 
• 156079-88-8 N-{4-[N,N-bis(2-iodoethyl)amino]-phenoxycarbonyl}-L-glutamic Acid 
• 444667-51-0 di-tert-butyl N-{4-[N,N-bis(2'-(tert-butyldimethylsilyloxy)ethyl)amino]phenoxycarbonyl}-L-glutamate 
• 444667-50-9 C₂₃H₄₂ClNO₄Si₂ 

Relevant articles and documents

A higher yielding synthesis of the clinical prodrug ZD2767P using di-protected 4-[N,N-bis(2-hydroxyethyl)amino]phenyl chloroformate

A novel synthesis is described of the prodrug ZD2767P (in Phase I/II clinical trials) that improves the overall yield from 13% to 45%. The method involves the synthesis of 4-[N,N-bis(2-hydroxyethyl)amino]phenyl chloroformate protected as the bis-silyl ether, coupled with di-tert-butyl glutamate. There are clear advantages of this method compared to the literature procedure.