Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | N-(tert-butoxycarbonyl)glycine | HCID 78288 | — |
| Reactant | HCID 69670594 | HCID 69670594 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 69670343 | HCID 69670343 | 100% |
Reaction Steps
To a dimethylformamide (1.00 mL) solution of the compound obtained in Example 7 that will be described below (69.2 mg, 0.136 mmol), N-(tert-butoxycarbonyl)glycine (47.6 mg, 0.272 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (78.1 mg, 0.405 mmol) and 4-dimethylaminopyridine (1.70 mg, 0.0183 mmol) were added, and the mixture was stirred for one hour at room temperature. Water was added to the reaction mixture, and the mixture was subjected to extraction two times with ethyl acetate, and the organic layer thus obtained was washed sequentially with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (methylene chloride:methanol=99:1→90:10, v/v). Thus, the title compound (91 mg, yield: 100%) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08557802B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-5ac1fa7f1e344f279e122ec120df807b |
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| Source note | uspto-grants-2013_10 |
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