Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methoxyacetyl chloride | HCID 96623 | — |
| Reactant | tert-butyl (2S)-2-amino-3,3-dimethylbutanoate hydrochloride | HCID 56776989 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86598809 | HCID 86598809 | 114% |
Reaction Steps
A solution of L-tert-Leucine tert-butyl ester hydrochloride (0.20 g, 0.90 mmol) in THF (9 mL) at 0° C. was treated with triethylamine (0.38 mL, 2.73 mmol) and methoxyacetyl chloride (0.09 mL, 0.98 mmol), stirred at 0° C. for 15 minutes and then at 25° C. for 2 hours. The reaction was partitioned between ethyl acetate and water. The organic phase was washed with brine and dried over MgSO4, filtered and concentrated. The residue was chromatographed on silica gel eluting with 0-33% ethyl acetate/chloroform to give the title compound (0.266 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07834043B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-48b395a664ad422ba1e507be0905ab0a |
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| Source note | uspto-grants-2010_11 |
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