HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Adamantyl fluoroformate → (S)-2-(Adamantan-1-yloxycarbonylamino)-3,3-dimethyl-butyric acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Adamantyl fluoroformate | HCID 64433 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl L-tert-leucinate | HCID 11309583 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-2-(Adamantan-1-yloxycarbonylamino)-3,3-dimethyl-butyric acid methyl ester | HCID 57945074 | 80.4% |
Reaction Steps
To a mixture of (S)-methyl 2-amino-3,3-dimethylbutanoate (200 mg, 1.377 mmol) and DIEA (0.481 mL, 2.75 mmol) in DCM (2 mL) solution was add 1-adamantyl fluoroformate (334 mg, 1.515 mmol). The reaction mixture was stirred at rt overnight. The compound was purified by silica gel column chromatography (20% EtOAc/80% hexane) to give a colorless oil (358 mg, 68%) as product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07888464B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-c3bca80dad564f57bef7756675048af5 |
| Source note | uspto-grants-2011_02 |