HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-methyl-5-sulfanyl-2,3-dihydro-1H-indol-2-one → (2S,4R)-4-hydroxy-2-methyl-4-[3-(1-methyl-2-oxoindolin-5-ylthio)phenyl]tetrahydropyran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-methyl-5-sulfanyl-2,3-dihydro-1H-indol-2-one | HCID 22413749 | — |
| Reactant | (2S,4R)-4-hydroxy-4-(3-iodophenyl)-2-methyltetrahydropyran | HCID 54517626 | — |
| Product | (2S,4R)-4-hydroxy-2-methyl-4-[3-(1-methyl-2-oxoindolin-5-ylthio)phenyl]tetrahydropyran | HCID 54441772 | 55% |
Reaction Steps
Using an analogous procedure to that described in Example 6, 5-mercapto-1-methylindolin-2-one was reacted with (2S,4R)-4-hydroxy-4(3-iodophenyl)-2-methyltetrahydropyran to give (2S,4R)-4-hydroxy-2-methyl-4-[3-(1-methyl-2-oxoindolin-5-ylthio)phenyl]tetrahydropyran in 55% yield, m.p. 110°-111° C. (recrystallised from a mixture of diethyl ether and ethyl acetate);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05478842 |
| Source dataset | uspto-grants-1995_12 |
| ORD ID | ord-37457d662dfa42d6808dafa1aade6be1 |
| Source note | uspto-grants-1995_12 |