A Direct Route for the Preparation of Fmoc/OtBu Protected Iodotyrosine

Steer, A.M.; Bolt, H.L.; Brittain, W.D.G.; Cobb, S.L.

Abstract

Herein the synthesis of an Fmoc/OtBu orthogonally protected iodotyrosine derivative is reported. This has been achieved via a simple two-step process in an overall 58% yield from commercially available Fmoc-Tyr(tBu)-OH. The Fmoc/OtBu orthogonally protected iodotyrosine was also shown to be amenable to Suzuki-Miyaura cross-coupling to deliver a novel bi-aryl tyrosine derivative.

Citation

Steer, A., Bolt, H., Brittain, W., & Cobb, S. (2018). A Direct Route for the Preparation of Fmoc/OtBu Protected Iodotyrosine. Tetrahedron Letters, 59(27), 2644-2646. https://doi.org/10.1016/j.tetlet.2018.05.061

• Journal Article Type: Article
• Acceptance Date: May 22, 2018
• Online Publication Date: May 23, 2018
• Publication Date: Jul 4, 2018
• Deposit Date: May 22, 2018
• Publicly Available Date: May 29, 2018
• Journal: Tetrahedron Letters
• Print ISSN: 0040-4039
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 59
• Issue: 27
• Pages: 2644-2646
• DOI: https://doi.org/10.1016/j.tetlet.2018.05.061
• Public URL: https://durham-repository.worktribe.com/output/1330441