HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium cyanoborohydride → (R)-tert-butyl 1-(4-methyloxazol-2-yl)ethylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | tert-butyl N-[(1R)-1-[4-(iodomethyl)-1,3-oxazol-2-yl]ethyl]carbamate | HCID 68670282 | — |
| Solvent | Hexamethylphosphoramide | HCID 12679 | — |
| Product | (R)-tert-butyl 1-(4-methyloxazol-2-yl)ethylcarbamate | HCID 68670958 | 38% |
Reaction Steps
To a solution of (R)-tert-butyl 1-(4-(iodomethyl)oxazol-2-yl)ethylcarbamate (660 mg, 1.87 mmol) in HMPA (10 mL), was added NaCNBH3 (470 mg, 7.5 mmol). The reaction was stirred for 4 h. and poured into ice-cold water and extracted with hexanes. The organic layer was dried on Na2SO4, concentrated, and chromatographed on silica gel (10% ethyl acetate/90% hexanes) to yield 38% of (R)-tert-butyl 1-(4-methyloxazol-2-yl)ethylcarbamate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299267B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-399964b100064ec5a091e520cb796062 |
| Source note | uspto-grants-2012_10 |