Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfide | HCID 1068 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 10967413 | HCID 10967413 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57788115 | HCID 57788115 | — |
Reaction Steps
To (R)-methyl 2-(tert-butoxycarbonylamino)-2-phenylacetate (E4) in DMF at −40° C. was added NaH and the solution was warmed to 0° C. for 20 minutes. DMS was added and solution was stirred at room temperature for 3 hours. The mixture was poured into NH4Cl(sat)/HCl (1N) 3:1 and extracted with EtOAc. The organics were dried (Na2SO4), filtered and evaporated to give crude E5. Column chromatography Hexanes/EtOAc gave pure (R)-methyl 2-(tert-butoxycarbonyl (methyl)amino)-2-phenylacetate (E5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08153654B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-8c60509fff1a423d8622dfb549db892c |
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| Source note | uspto-grants-2012_04 |
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