HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66749849, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Amino-3,3-dimethylbutanoic acid | HCID 306131 | — |
| Reactant | HCID 15343685 | HCID 15343685 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 66749849 | HCID 66749849 | 65% |
Reaction Steps
2-Amino-3,3-dimethyl-butyric acid (551 mg, 4.2 mmol) was dissolved in CH3CN (15 mL), H2O (3 mL) and MeOH (3 mL). Carbonic acid 4-nitro-phenyl ester tetrahydro-furan-3-yl ester (1.6 g, 6.3 mmol) and DIEA (1.46 mL, 8.4 mmol) were added. This reaction mixture was allowed to stir at room temperature for 16 h. After concentrated, diluted with EtOAc, washed with brine and H2O, dried over Na2SO4, the crude product was purified on silica (12 g, 25-75% EtOAc/hexanes) to give intermediate 3,3-dimethyl-2-(tetrahydro-furan-3-yloxycarbonylamino)-butyric acid as a white solid (670 mg, 65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809267B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-5028264ea5cf4a0db96bef74e48473cf |
| Source note | uspto-grants-2014_08 |