Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86647500 | HCID 86647500 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59571236 | HCID 59571236 | — |
Reaction Steps
A solution of (2S)-1-ethoxy-1-oxononan-2-aminium chloride (4.00 g, 16.97 mmol) and DCM (80 ml) was cooled to 0° C. A solution of saturated NaHCO3 (80.0 ml, 84 mmol) was added, and then triphosgene (1.662 g, 5.60 mmol) was added. The reaction mixture was stirred at 0° C. for 1 hour, and then the layers were separated. The aqueous layer was extracted with DCM (3×). The combined organic portions were washed with brine, dried with MgSO4 and filtered and concentrated. The crude product was subjected to silica gel chromatography (80:20 hexane/EtOAc) to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08377874B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-36eb353fb0eb4e16bffd4792076da81c |
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| Source note | uspto-grants-2013_02 |
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