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Handles for Fmoc Solid-Phase Synthesis of Protected Peptides

✍ Scribed by Góngora-Benítez, Miriam; Tulla-Puche, Judit; Albericio, Fernando

Book ID
120233280
Publisher
American Chemical Society
Year
2013
Tongue
English
Weight
869 KB
Volume
15
Category
Article
ISSN
2156-8952

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Cyclic ethyl orthoformate (Ceof) was utilized as a protecting group to protect the catechol hydroxyl groups of 3,4-dihydroxyphenylalanine (DOPA). This protecting group is stable to strong bases and nucleophiles, and can be removed eciently by 1 M trimethylsilyl bromide in tri¯uoroacetic acid in the

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High yklds for the cleavage reaction of Fmoc-protected peptide segments fmn an allylic handle may be obtained using tributyltin hydride in the jmsence of (ph3P)PdQ in a 1:l mixture of DMF/DCM. Altematively tbe cleavage reacdon may be carried out using NMA as nuclecpbile in a 2:2:1 mixture of DMSOfl'