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Practical One-Pot and Large-Scale Synthesis of N-(tert-Butyloxycarbonyl)-3-pyrroline
Journal article   Peer reviewed

Practical One-Pot and Large-Scale Synthesis of N-(tert-Butyloxycarbonyl)-3-pyrroline

Tammana Rajesh, Shaik Abdul Azeez, Erragunta Naresh, Gutta Madhusudhan and Kagga Mukkanti
Organic process research & development, Vol.13(3), pp.638-640
15/05/2009

Abstract

Chemistry Chemistry, Applied Chemistry, Organic Physical Sciences Science & Technology
N-(tert-Butyloxycarbonyl)-3-pyrroline was prepared with high purity in large scale starting from cis-1,4-dichloro-2-butene via delepine reaction and subsequent cyclization in the presence of potassium carbonate followed by N-Boc protection in methanol. Judicious selection of base and solvent led to the use of a single solvent, i.e., methanol, for cyclization as well as for N-Boc protection to render the one-pot process from compound 2 more practical and greener than the stepwise version.

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