HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Mercapto-3,4-dihydroquinolin-2(1H)-one → (2S,4R)-4-hydroxy-2-methyl-4-[3-(2-oxo-1,2,3,4-tetrahydroquinolin-6-ylthio)phenyl]tetrahydropyran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Mercapto-3,4-dihydroquinolin-2(1H)-one | HCID 13109832 | — |
| Reactant | (2S,4R)-4-hydroxy-4-(3-iodophenyl)-2-methyltetrahydropyran | HCID 54517626 | — |
| Product | (2S,4R)-4-hydroxy-2-methyl-4-[3-(2-oxo-1,2,3,4-tetrahydroquinolin-6-ylthio)phenyl]tetrahydropyran | HCID 57063103 | 25% |
Reaction Steps
Using an analogous procedure to that described in Example 6, 6-mercapto-1,2,3,4-tetrahydroquinolin-2-one was reacted with (2S,4R)-4-hydroxy-4-(3-iodophenyl)-2-methyltetrahydropyran to give (2S,4R)-4-hydroxy-2-methyl-4-[3-(2-oxo-1,2,3,4-tetrahydroquinolin-6-ylthio)phenyl]tetrahydropyran in 25% yield, m.p. 180°-181° C. (recrystallised from ethyl acetate);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05478842 |
| Source dataset | uspto-grants-1995_12 |
| ORD ID | ord-4960ccc1a7d646f495b42b6451f811b8 |
| Source note | uspto-grants-1995_12 |