Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl formate | HCID 7865 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 15549883 | HCID 15549883 | — |
| Solvent | Methanol--water (1/1) | HCID 22242641 | — |
| Product | HCID 15549884 | HCID 15549884 | 70% |
Reaction Steps
To a solution of 2.89 g of methyl (2R,3R)-3-cyclopropyl-2,3-epoxypropionate in 112.5 ml of methanol-water (8:1) are added 14 ml of methyl formate and 16.60 g of sodium azide. Then, the reaction mixture is stirred at 50° C. overnight. The reaction mixture is cooled to room temperature and evaporated to remove methanol. The residue is dissolved in ethyl acetate. The solution is washed with brine and dried. The solvent is removed in vacuo. The residue is purified by silica gel column chromatography (solvent; hexane:ethyl acetate=4:1) to give 2.61 g of methyl (2R,3S)-3-cyclopropyl-3-azido-2-hydroxypropionate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05608073 |
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| Source dataset | uspto-grants-1997_03 |
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| ORD ID | ord-0970ef93ba534d75b031e2fff9e6de52 |
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| Source note | uspto-grants-1997_03 |
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