Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 86618164 | HCID 86618164 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Methyl iodide | HCID 6328 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86618166 | HCID 86618166 | — |
Reaction Steps
A sample of the product from Step 7 was dissolved in iodomethane (30 ml) and stirred at room temperature for two days. The reaction mixture was evaporated and dried in vacuo. The residue was dissolved in CH2Cl2 and evaporated. The process was repeated four more times. The resulting residue was dried in vacuo to yield a yellow foamy solid which was then taken in DMF (20 ml) and treated with Cs2CO3 (6.36 g, 19.52 mmol). The reaction mixture was stirred at room temperature overnight. It was diluted with EtOAc and washed with water (2×). The combined aqueous layer was extracted with EtOAc (2×). The combined organic layer was then washed with brine and dried over anhydrous MgSO4. The solution was then concentrated and chromatographed to yield tert-butyl ((1S,2S,5R)-2-((S)-3-benzyloxycarbonylamino-2-oxopyrrolidin-1-yl)-5-methoxycyclohexyl)methylcarbamate as a white foamy solid. LC/MS found [M+H]+=476.4
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07687508B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-77cce9f73d2543409a24acbe2df942d9 |
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| Source note | uspto-grants-2010_03 |
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