Synthetic Communications

An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 47, 2017 - Issue 22
CrossRef citations to date
Original Articles

New reagent for the introduction of Boc protecting group to amines: Boc-OASUD

, , , &
Pages 2127-2132
Received 29 Jun 2017
Accepted author version posted online: 28 Aug 2017
Published online: 25 Oct 2017


A new reagent, tert-butyl (2,4-dioxo-3-azaspiro [5,5] undecan-3-yl) carbonate (Boc-OASUD) for the preparation of N-Boc-amino acids is described. The Boc-OASUD reacts with amino acids and their esters at room temperature in the presence of a base and gives N-Boc-amino acids and their esters in good yields and purity. Introduction of the Boc group takes place without racemization. The Boc-OASUD, being a solid and more stable, is a better alternative to di-tert-butyl dicarbonate which is low melting and has to be dispensed in plastic containers than glass because of its poor stability.



The authors are thankful to Dr. P. Gundu Rao, former Director, Research and Development, for his suggestions and discussions.

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