HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 2(S)-Amino-N-methoxy-3,3,N-trimethyl-butyramide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | [1(S)-(Methoxy-methyl-carbamoyl)-2,2-dimethylpropyl]-carbamic Acid-tert-butyl Ester | HCID 53879830 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2(S)-Amino-N-methoxy-3,3,N-trimethyl-butyramide | HCID 21305284 | 92.4% |
Reaction Steps
To a solution of [1(S)-(methoxy-methyl-carbamoyl)-2,2-dimethylpropyl]-carbamic acid-tert-butyl ester (1.686 g, 6.15 mmol) in dichloromethane (20 mL) at 0° C. was added trifluoroacetic acid (17 mL). The reaction was allowed to stand for 16 hours at <5° C. before the solvents were removed in vacuo to give a bright yellow oil. The residue was dissolved in methanol (30 mL) and was treated portionwise with Dowex 1X8-400 basic resin until pH 9. Filtration and removal of the solvents in vacuo gave the title compound as a pale yellow oil (990 mg, 92%). The material was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06716878B1 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-08baaf0223bf4ada945bc3f594f77e93 |
| Source note | uspto-grants-2004_04 |