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https://hdl.handle.net/2440/34472
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Type: | Journal article |
Title: | The synthesis and crystal structure of alpha-keto tetrazole-based dipeptide mimics |
Author: | May, B. Abell, A. |
Citation: | Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry, 2001; 42(33):5641-5644 |
Publisher: | Pergamon-Elsevier Science Ltd |
Issue Date: | 2001 |
ISSN: | 0040-4039 |
Statement of Responsibility: | Barnaby C. H. May and Andrew D. Abell |
Abstract: | Here we report the synthesis of a cis-dipeptide mimic N-Boc-Phe-[COCN4]-Gly-OBn, 7, containing the non-hydrolysable α-keto tetrazole isostere and an unusual 2,5-disubstituted α-keto tetrazole-based peptidomimetic, 8. The incorporation of the novel cis-amide bond isostere was achieved via direct alkylation of a precursor five-substituted (1H)-tetrazole. The assignment of the resulting 1,5- and 2,5-tetrazoyl regiomers was based on the first reported X-ray structure analysis of an α-keto tetrazole, compound 8. © 2001 Elsevier Science Ltd. All rights reserved. |
DOI: | 10.1016/S0040-4039(01)01101-7 |
Published version: | http://dx.doi.org/10.1016/s0040-4039(01)01101-7 |
Appears in Collections: | Aurora harvest 6 Chemistry publications |
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