Literature DB >> 19072629

A facile method for the preparation of MOM-protected carbamates.

David M Barnes1, Jufang Barkalow, Daniel J Plata.   

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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Year:  2009        PMID: 19072629     DOI: 10.1021/ol8022769

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

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  3 in total

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