HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 5-((S)-((S)-5'-(tert-butyldimethylsilyloxy)-4'-(3,6-dihydro-2H-pyran-4-yl)-2'-isopropyl-6',8'-dihydro-5'H-spiro[cyclobutane-1,7'-quinoline]-3-yl)(hydroxy)methyl)-2-(trifluoromethyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 5-Iodo-2-(trifluoromethyl)benzonitrile | HCID 66762150 | — |
| Reactant | (S)-5'-(tert-butyldimethylsilyloxy)-4'-(3,6-dihydro-2H-pyran-4-yl)-2'-isopropyl-6',8'-dihydro-5'H-spiro[cyclobutane-1,7'-quinoline]-3'-carbaldehyde | HCID 86662519 | — |
| Reactant | HCID 178418918 | HCID 178418918 | — |
| Reactant | HCID 178461733 | HCID 178461733 | — |
| Product | 5-((S)-((S)-5'-(tert-butyldimethylsilyloxy)-4'-(3,6-dihydro-2H-pyran-4-yl)-2'-isopropyl-6',8'-dihydro-5'H-spiro[cyclobutane-1,7'-quinoline]-3-yl)(hydroxy)methyl)-2-(trifluoromethyl)benzonitrile | HCID 66761294 | — |
Reaction Steps
Obtained by starting from (S)-5′-(tert-butyldimethylsilyloxy)-4′-(3,6-dihydro-2H-pyran-4-yl)-2′-isopropyl-6′,8′-dihydro-5′H-spiro[cyclobutane-1,7′-quinoline]-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-abf96791bb2c4aeb91874dfce2db54e0 |
| Source note | uspto-grants-2015_05 |