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Efficient and selective cleavage of the t-butoxycarbonyl group from di-t-butylimidodicarbonate using catalytic bismuth(III) bromide in acetonitrile |
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| Authors: | Jianlong Zheng Wenming Huang Hequan Yao Jiancun Zhang |
| Affiliation: | a Laboratory of Regenerative Biology, Guangzhou Institute of Biomedicine and Health, CAS, Guangzhou, Guangdong 510663, PR China b School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, Guangdong 510640, PR China c School of Pharmacy, China Pharmaceutical University, Nanjing, Jiangsu 210009, PR China |
| Abstract: | Di-t-butylimidodicarbonates can be chemoselectively and efficiently deprotected to the corresponding mono-BOC-protected amines in high yields using a catalytic amount of bismuth(III) bromide in acetonitrile at room temperature. This method is mild and compatible with the presence of a wide range of functional and other protecting groups in the substrates, such as TBDMS, MOM and mono-BOC or Cbz-protected amines, etc. The method has advantages of ease of operation and use of nontoxic and inexpensive catalyst. |
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