HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 14621512, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | HCID 14621469 | HCID 14621469 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 14621512 | HCID 14621512 | — |
Reaction Steps
To a solution of (2R,4R,5S)-4-hydroxymethyl-5-[(Z)-6-methoxycarbonyl-2-hexenyl]-2-methyl-1,3-dioxane (108 mg) in pyridine (0.5 ml) was added phenyl isocyanate (0.1 ml) and the mixture was stirred at room temperature for 30 minutes. Water (1 ml) was added and extracted with ether and the organic layers were combined and dried over anhydrous sodium sulfate. The solvent was evaporated in vacuo and the crude product was purified with preparative TLC (hexane:ether=1:1) to give (2R,4R,5S)-5-[(Z)-6-methoxycarbonyl-2-hexenyl]-2-methyl-4-phenylcarbamoyloxymethyl-1,3-dioxane (140 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04929639 |
| Source dataset | uspto-grants-1990_05 |
| ORD ID | ord-3e743e72c382455b88aee602bd9d513a |
| Source note | uspto-grants-1990_05 |