HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-(tetrahydro-2H-pyran-2-yloxy)-2-hexyn-1-ol → methyl-2,2-dimethyl4-[(4-{[6-(tetrahydro-2H-pyran-2-yloxy)-2-hexynyl]oxy}phenyl)sulfonyl]-3-thiomorpholine carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-(tetrahydro-2H-pyran-2-yloxy)-2-hexyn-1-ol | HCID 11052593 | — |
| Reactant | 4-(4-Hydroxy-benzenesulfonyl)-2,2-dimethyl-thiomorpholine-3-carboxylic acid methyl ester | HCID 22731931 | — |
| Product | methyl-2,2-dimethyl4-[(4-{[6-(tetrahydro-2H-pyran-2-yloxy)-2-hexynyl]oxy}phenyl)sulfonyl]-3-thiomorpholine carboxylate | HCID 22644799 | 64.4% |
Reaction Steps
According to the procedure of Step 4 of Example 243, Mitsunobu coupling of 3.4 g (9.842 mmol) of 4-(4-hydroxy-benzenesulfonyl)-2,2-dimethyl-thiomorpholine-3-carboxylic acid methyl ester and 2.34 g (11.81 mmol) of 6-(tetrahydro-2H-pyran-2-yloxy)-2-hexyn-1-ol provided 3.33g (64%) of methyl-2,2-dimethyl4-[(4-{[6-(tetrahydro-2H-pyran-2-yloxy)-2-hexynyl]oxy}phenyl)sulfonyl]-3-thiomorpholine carboxylate as a colorless oil. Electrospray Mass Spec: 526.3 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06225311B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-b86b303d338a4642a0ab968c72930c84 |
| Source note | uspto-grants-2001_05 |