Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diphosgene | HCID 10426 | — |
| Reactant | HCID 58530036 | HCID 58530036 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58530056 | HCID 58530056 | — |
Reaction Steps
Diphosgene (0.1 mL, 0.804 mmol) was added slowly to a solution of 2-allyl 1-tert-butyl (2S,4R)-4-[(benzyloxy)amino]pyrrolidine-1,2-dicarboxylate (261 mg, 0.745 mmol) and triethylamine (0.13 mL, 0.933 mmol) in dichloromethane (4 mL) at 0° C. The reaction mixture was stirred at 0° C. for 4 hours then allowed to stand at room temperature overnight. The reaction mixture was chromatographed on silica gel eluted first with hexane then with 4:1 hexane:ethyl acetate to afford the title compound as a clear gum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08487093B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-79dba92cb73542feb3750190f15a59e6 |
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| Source note | uspto-grants-2013_07 |
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