Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 59837328 | HCID 59837328 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 23078198 | HCID 23078198 | — |
Reaction Steps
The compound of Example 156 (2.38 g) was dissolved in benzene (20 mL). To this solution, triethylamine (0.711 mL) and DPPA (1.10 mL) were added and the mixture was stirred at room temperature for 10 min, was refluxed, and was further stirred for 1 hour and 30 min. Methanol (3.76 mL) was added over a 30 minute-time period and the mixture was stirred overnight. Subsequently, the reaction mixture was diluted with water and was extracted with ethyl acetate. The ethyl acetate layer was washed with a saturated aqueous solution of sodium chloride, and was then dried over anhydrous magnesium sulfate and was concentrated. The residue was purified on a silica gel column chromatography (hexane:ethyl acetate=20:1 shifted to 5:1) to give the desired product as a yellow oil (2.04 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07763752B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-9ba2ff802c714da1ab56cdb1b296a577 |
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| Source note | uspto-grants-2010_07 |
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