Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | HCID 68645793 | HCID 68645793 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68646337 | HCID 68646337 | — |
Reaction Steps
Ethyl chloroformate (80 μL, 0.83 mmol) was added dropwise to a solution of Et3N (0.35 mL, 4.7 mmol) and 4-(1-hydroxy-3-nitromethyl-1,3-dihydro-benzo[c][1,2]oxaborol-7-yloxy)-butyric acid (111 mg, 0.38 mmol) in THF (4 mL) at 0° C. (bath temp). The mixture was stirred at 0° C. (bath temp) for 15 min and then 28% NH4OH (0.5 mL) was added dropwise at 0° C. (bath temp). The mixture was allowed to warm to rt over 20 min. The precipitate was isolated by filtration and washed with THF and H2O to give the title compound as a light yellow solid: yield 52 mg (45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08895534B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-19aadb3e4482420c9d6bf60fb9db4460 |
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| Source note | uspto-grants-2014_11 |
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