Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 57463446 | HCID 57463446 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 60209114 | HCID 60209114 | 28% |
| Product | HCID 60209115 | HCID 60209115 | 57% |
Reaction Steps
To a suspension of benzyl [(1S)-2,2-dimethyl-1-(2H-tetrazol-5-yl)propyl]carbamate (280 mg, 0.96 mmol), potassium carbonate (660 mg, 4.8 mmol) and methyl iodide (0.24 mL, 3.8 mmol) in acetone (5 mL) was stirred at 0° C. for 10 min and warmed to rt. After 4 h, the mixture was filtered and concentrated. The residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate (8/1-4/1-1/1) to afford 166 mg (57%) of benzyl [(1S)-2,2-dimethyl-1-(2-methyl-2H-tetrazol-5-yl)propyl]carbamate and 82 mg (28%) of benzyl [(1S)-2,2-dimethyl-1-(1-methyl-1H-tetrazol-5-yl)propyl]carbamate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138177B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-6f43f1a636a24693b4c715731c785324 |
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| Source note | uspto-grants-2012_03 |
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