HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-6-mercapto-3,4-dihydroquinolin-2(1H)-one → (2S,4R)-4-[3-(1-ethyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-ylthio)phenyl]-4-hydroxy-2-methyltetrahydropyran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-6-mercapto-3,4-dihydroquinolin-2(1H)-one | HCID 22413827 | — |
| Reactant | (2S,4R)-4-hydroxy-4-(3-iodophenyl)-2-methyltetrahydropyran | HCID 54517626 | — |
| Product | (2S,4R)-4-[3-(1-ethyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-ylthio)phenyl]-4-hydroxy-2-methyltetrahydropyran | HCID 53842638 | 55% |
Reaction Steps
Using an analogous procedure to that described in Example 6, 1-ethyl-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-[3-(1-ethyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-ylthio)phenyl]-4-hydroxy-2-methyltetrahydropyran in 55% yield, m.p. 148°-149° C. (recrystallised from diethyl ether);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05478842 |
| Source dataset | uspto-grants-1995_12 |
| ORD ID | ord-434d494ef2f6472f870367f1865bd5e0 |
| Source note | uspto-grants-1995_12 |