HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22882486, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 22882590 | HCID 22882590 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22882486 | HCID 22882486 | 100% |
Reaction Steps
To a solution of (S)-tert-butyl 4-(3-methoxy-2,2-dimethyl-3-oxopropyl)-2,2-dimethyloxazolidine-3-carboxylate (7 g, 22.21 mol) in THF was added with LiAlH4 (1.27 g, 33.31 mol). The reaction mixture was stirred overnight at rt. Water was added and extracted with EtOAc, dried over Na2SO4 and concentrated in vacuo to give the crude product (S)-tert-butyl 4-(3-hydroxy-2,2-dimethylpropyl)-2,2-dimethyloxazolidine-3-carboxylate (6.6 g, 100%) as an oil that was used in the next step without further purification. 1H NMR (CDCl3, 400 MHz) δ 3.69 (m, 4H), 3.32 (m, 1H), 1.82 (m, 1H), 1.54 (s, 3H), 1.48 (s, 9H), 1.42 (s, 3H), 1.22 (m, 1H), 0.91 (m, 3H), 0.72 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08487108B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-1058aff0d0e242ba8ec17e552ac72057 |
| Source note | uspto-grants-2013_07 |