Large Scale Synthesis of Chiral (3Z,5Z)‑2,7-Dihydro‑1H‑azepine-Derived
Hamari Ligand for General Asymmetric Synthesis
of Tailor-Made Amino Acids

Soloshonok, Vadim A.

Large Scale Synthesis of Chiral (3Z,5Z)‑2,7-Dihydro‑1H‑azepine-Derived Hamari Ligand for General Asymmetric Synthesis of Tailor-Made Amino Acids

Version 2 2019-01-23, 12:46

Version 1 2019-01-18, 19:50

Posted on 2019-01-23 - 12:46

An advanced process for large scale (500 g) preparation of a (3Z,5Z)-2,7-dihydro-1H-azepine-derived chiral tridentate ligand (Hamari ligand), widely used for asymmetric synthesis of tailor-made α-amino acids via the corresponding glycine Schiff base Ni(II) complex, is disclosed. The process includes amidation, bis-alkylation, and precipitation/purification of the target compound by TFA as a counterion.

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Takahashi, Motohiro; Moriwaki, Hiroki; Miwa, Toshio; Hoang, Brittanie; Wang, Peng; Soloshonok, Vadim A. (2019). Large Scale Synthesis of Chiral (3Z,5Z)‑2,7-Dihydro‑1H‑azepine-Derived Hamari Ligand for General Asymmetric Synthesis of Tailor-Made Amino Acids. ACS Publications. Collection. https://doi.org/10.1021/acs.oprd.8b00406

https://doi.org/10.1021/acs.oprd.8b00406

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