Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenoxyacetyl chloride | HCID 69703 | — |
| Reactant | tert-butyl (2S)-2-amino-3,3-dimethylbutanoate hydrochloride | HCID 56776989 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67408546 | HCID 67408546 | 80% |
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 phenoxyacetyl chloride (0.14 mL, 1.01 mmol), stirred at 0° C. for 15 minutes and then at 25° C. for 2 hours. The reaction mixture 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 0-10% ethyl acetate/chloroform to give the title compound (0.23 g, 80% yield).
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-d5b51487f8184198b58104bb85a48edf |
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| Source note | uspto-grants-2010_11 |
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