Novel and general method for the preparation of peptidyl argininals

A general method for the synthesis of peptidyl argininals was developed which utilizes the novel building block N g-nitro-L-argininal ethyl aminal·HCl. The final aldehyde structure is generated by hydrolysis of the peptidic aminal moiety and can be applied to highly functionalized peptidic structure...

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Bibliographic Details
Published inTetrahedron letters Vol. 37; no. 24; pp. 4109 - 4112
Main Authors Tamura, Susan Y., Edward Semple, J., Ardecky, Robert J., Leon, Pamela, Carpenter, Steven H., Ge, Yu, Shamblin, Brian M., Weinhouse, Michael I., Ripka, William C., Nutt, Ruth F.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 10.06.1996
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary:A general method for the synthesis of peptidyl argininals was developed which utilizes the novel building block N g-nitro-L-argininal ethyl aminal·HCl. The final aldehyde structure is generated by hydrolysis of the peptidic aminal moiety and can be applied to highly functionalized peptidic structures. The method is amenable to the preparation of large quantities of enantiomerically pure peptidyl argininals and was applied to the synthesis of two potent thrombin inhibitors. A general method for the synthesis of peptidyl argininals was developed which utilizes the novel building block N g-nitro-L-argininal ethyl aminal·HCl. The method was applied to the synthesis of two potent thrombin inhibitors.
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(96)00777-0