HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Iodo-2-(trifluoromethyl)benzonitrile → 5-((S)-((S)-5-(tert-butyldimethylsilyloxy)-4-(3,6-dihydro-2H-pyran-4-yl)-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(hydroxy)methyl)-2-(trifluoromethyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Iodo-2-(trifluoromethyl)benzonitrile | HCID 66762150 | — |
| Reactant | (S)-5-(tert-butyldimethylsilyloxy)-4-(3,6-dihydro-2H-pyran-4-yl)-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinoline-3-carbaldehyde | HCID 86662514 | — |
| Reactant | HCID 178418918 | HCID 178418918 | — |
| Reactant | HCID 178461733 | HCID 178461733 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-((S)-((S)-5-(tert-butyldimethylsilyloxy)-4-(3,6-dihydro-2H-pyran-4-yl)-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(hydroxy)methyl)-2-(trifluoromethyl)benzonitrile | HCID 66761478 | — |
Reaction Steps
Obtained by starting from (S)-5-(tert-butyldimethylsilyloxy)-4-(3,6-dihydro-2H-pyran-4-yl)-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinoline-3-carbaldehyde and 5-iodo-2-(trifluoromethyl)benzonitrile. A 1.3 M solution of isopropylmagnesium chloride-lithium chloride-complex in tetrahydrofurane is used instead of a 2 M solution of isopropylmagnesium chloride in tetrahydrofurane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029544B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-8132d158345741daa4d85a8d57c33bb1 |
| Source note | uspto-grants-2015_05 |