Article: An Improved Scalable Process for the Synthesis of (S,S)-DACH-Ph Trost Ligand
2022 Volume 33, Issue 13, Page(s) 1287–1289
Abstract: An improved chemical process has been developed for the synthesis of ( S S )-DACH-Ph Trost ligand ... The amidation of 2-diphenylphosphinylbenzoic acid and ( S S )-diaminocyclohexane is promoted by stoichiometric ... CDI and catalytic imidazole hydrochloride. The resulting product, ( S S )-DACH-Ph Trost ligand, is ...
Abstract | An improved chemical process has been developed for the synthesis of ( S S )-DACH-Ph Trost ligand. The amidation of 2-diphenylphosphinylbenzoic acid and ( S S )-diaminocyclohexane is promoted by stoichiometric CDI and catalytic imidazole hydrochloride. The resulting product, ( S S )-DACH-Ph Trost ligand, is isolated as a white solid in 80% yield with >99% ee by simple filtration without column chromatography. The current facile process is also demonstrated on kilogram scale. |
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Keywords | Trost ligand ; DACH-Ph ; coupling ; 2-diphenylphosphinylbenzoic acid ; chiral diaminocyclohexane ; CDI ; imidazole hydrochloride ; kilogram |
Language | English |
Publishing date | 2022-05-23 |
Publisher | Georg Thieme Verlag KG |
Publishing place | Stuttgart ; New York |
Document type | Article |
ZDB-ID | 2042012-2 |
ISSN | 1437-2096 ; 0936-5214 |
ISSN (online) | 1437-2096 |
ISSN | 0936-5214 |
DOI | 10.1055/s-0041-1738371 |
Database | Thieme publisher's database |
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