Efficient preparation of β-hydroxy aspartic acid and its derivatives

Long Liu, Bo Wang, Cheng Bi, Gang He, Gong Chen

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

We report an efficient and practical synthetic route to various properly-protected erythreo-β-OH-Asp compounds, which are key β-branched α-amino acid units in coralmycin A and other peptide natural products. Fmoc and cyclic ketal-protected erythreo-β-OH-Asp 7 is prepared from cheap chiral precursor L-diethyl tartrate in six steps without the need of column purification. The modified form of 7 serves as a versatile precursor to various β-alkoxyl analogs of erythreo-β-OH-Asp. In addition, we successfully performed a model study toward the total synthesis of coralmycin A, featuring a late stage installation of the side chain primary amide group of erythreo-β-OMe-Asn.

Original languageEnglish (US)
Pages (from-to)1113-1115
Number of pages3
JournalChinese Chemical Letters
Volume29
Issue number7
DOIs
StatePublished - Jul 2018

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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