Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Diazomethane | HCID 9550 | — |
| Reactant | HCID 67859571 | HCID 67859571 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67859589 | HCID 67859589 | — |
Reaction Steps
A mixture of 1.2 g of (5Z,13E)-(9S,11R,15R,16RS)-9-hydroxy-16-fluoro-11,15-bis(tetrahydropyran-2-yloxy)-5,13-prostadienoic acid methyl ester (prepared from the corresponding acid in methylene chloride with 0.5-molar diazomethane solution at 0° C.), 800 mg of p-toluenesulfonic acid chloride, and 4 ml of pyridine is agitated for 16 hours at 0° C., then for 48 hours at 25° C. The mixture is worked up according to Example 1. Yield: 1.45 g of the 9-tosylate as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05079259 |
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| Source dataset | uspto-grants-1992_01 |
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| ORD ID | ord-3614af93f3ef4e9dbf2be8bb129f36ae |
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| Source note | uspto-grants-1992_01 |
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