HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-amino-3,4-dihydro-2H-1-benzopyran-4-ol → (s)-2-Hydroxy-n-((s)-4-hydroxy-chroman-6-yl)-2-phenyl-n-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-amino-3,4-dihydro-2H-1-benzopyran-4-ol | HCID 22061042 | — |
| Reactant | 3-Pyridineacetonitrile, 6-(trifluoromethyl)- | HCID 50851127 | — |
| Reactant | acetyl (2S)-2-hydroxy-2-phenylacetate | HCID 87431886 | — |
| Product | (s)-2-Hydroxy-n-((s)-4-hydroxy-chroman-6-yl)-2-phenyl-n-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-acetamide | HCID 44546440 | — |
Reaction Steps
In analogy to example 55, 6-Amino-chroman-4-ol (WO 2003063794), (6-Trifluoromethyl-pyridin-3-yl)-acetonitrile & (S)-(+)-O-acetyl-L-mandelic acid were successively coupled then hydrolysed to give after silica gel chromatography the target compound. MS(m/e): 473.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08133909B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-ce3552466d634edea592d4893af95839 |
| Source note | uspto-grants-2012_03 |