Suppression of Simultaneous Fmoc-His(Trt)-OH Racemization and <i>N</i><sup>α</sup>-DIC-Endcapping in Solid-Phase Peptide Synthesis through Design of Experiments and Its Implication for an Amino Acid Activation Strategy in Peptide Synthesis-Reference-Cited by-同舟云学术

Suppression of Simultaneous Fmoc-His(Trt)-OH Racemization and N^α-DIC-Endcapping in Solid-Phase Peptide Synthesis through Design of Experiments and Its Implication for an Amino Acid Activation Strategy in Peptide Synthesis

Published:2022-06-27 Issue:8 Volume:26 Page:2464-2474
ISSN:1083-6160
Container-title:Organic Process Research & Development
language:en
Short-container-title:Org. Process Res. Dev.

Author:

Yang Yi¹^ORCID,Hansen Lena¹,Baldi Alberto¹

Affiliation:

1. Chemical Development, Global Pharmaceutical R&D, Ferring Pharmaceuticals A/S, Amager Strandvej 405, Kastrup 2770, Denmark

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry,Physical and Theoretical Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/acs.oprd.2c00144

Reference11 articles.

1. Protection of histidine in peptide synthesis: A Reassessment of the trityl group

2. MECHANISM OF RACEMISATION OF HISTIDINE DERIVATIVES IN PEPTIDE SYNTHESIS

3. 4-Methoxybenzyloxymethyl group as an Nπ-protecting group for histidine to eliminate side-chain-induced racemization in the Fmoc strategy

4. Mechanistic studies of peptide oxazolone racemization

5. Synthesis and application ofNα-Fmoc-Nπ-4-methoxybenzyloxymethylhistidine in solid phase peptide synthesis

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