title: But-2-ynylbisoxycarbonyl chloride: a novel C2-symmetric reagent for the protection of amines and amino acids.
abstract: [reaction: see text] A novel C2-symmetric protecting group for amines, the but-2-ynylbisoxycarbonyl (Bbc) group, is developed, which can be deblocked with tetrathiomolybdate under neutral conditions. One equivalent of the bischloroformate, BbcCl, is used for the protection of 2 equiv of the amine. Its application in peptide synthesis is established through the synthesis of a tripeptide, and its orthogonality with Cbz, Fmoc, and Boc groups has been studied.
authors.affiliation: Department of Organic Chemistry, Indian Institute of Science, Bangalore.
authors.forename: R
authors.initials: R
authors.lastname: Ramesh
authors.forename: S
authors.initials: S
authors.lastname: Chandrasekaran