HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → tert-butyl [(2R)-2-methoxypropyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Proton sponge | HCID 88675 | — |
| Reactant | Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1) | HCID 2735153 | — |
| Reactant | N-Boc-(R)-1-amino-2-propanol | HCID 12094522 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-butyl [(2R)-2-methoxypropyl]carbamate | HCID 86641515 | 93.6% |
Reaction Steps
To a solution of tert-butyl [(2R)-2-hydroxypropyl]carbamate (2.7 g) in CH2Cl2 (41 ml) were added N,N,N′,N′-tetramethylnaphthalene-1,8-diamine (3.63 g) and trimethyloxonium tetrafluoroborate (2.51 g), and the whole was stirred for 3 hours at room temperature. Water was added to the mixture, and the whole was extracted with EtOAc, and the extract was washed with water and brine and dried over MgSO4. Concentration under reduced pressure gave tert-butyl [(2R)-2-methoxypropyl]carbamate (2.73 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08603975B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-85518414f53d4eac964b9ef51eb66f51 |
| Source note | uspto-grants-2013_12 |