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Letter

A Facile Method for the Preparation of MOM-Protected Carbamates

Supporting Info

David M. Barnes*, Jufang Barkalow and Daniel J. Plata

GPRD Process Research and Development, Abbott Laboratories, Building R13/3, 1401 Sheridan Road, North Chicago, Illinois 60064

Org. Lett., 2009, 11 (2), pp 273–275

DOI: 10.1021/ol8022769

Publication Date (Web): December 15, 2008

Abstract

A novel method for the preparation of MOM-protected carbamates is described that avoids the use of MOM-Cl, a regulated carcinogen. The two-step, one-pot procedure generates a reactive N-chloromethyl carbamate that is quenched with methanol to afford MOM-protected carbamates. The process is tolerant of a variety of functionalities, including Boc, sulfonamide, and acetamide protecting groups. Mild conditions for the removal of the MOM group are also described; selective deprotection of the MOM group in the presence of a Boc group has been demonstrated.

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Published In Issue January 15, 2009
Article ASAPDecember 15, 2008
Received: September 30, 2008

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Letter

A Facile Method for the Preparation of MOM-Protected Carbamates

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

A Facile Deprotection of Secondary Acetamides

Bromoethylsulfonium SaltA More Effective Annulation Agent for the Synthesis of 6- and 7-Membered 1,4-Heterocyclic Compounds

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