HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → (S)-tert-butyl 1-cyclohexyl-3-hydroxypentan-2-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | (S)-tert-butyl 1-cyclohexyl-3-oxopentan-2-ylcarbamate | HCID 15730499 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | (S)-tert-butyl 1-cyclohexyl-3-hydroxypentan-2-ylcarbamate | HCID 59201568 | — |
Reaction Steps
To a solution of (S)-tert-butyl 1-cyclohexyl-3-oxopentan-2-ylcarbamate in THF/MeOH (604/15 mL) at 0° C. was carefully added NaBH4 (630 mg, 16.66 mmol). After 20 min, sat. aq. NH4Cl was added to quench the reaction, and extracted with EtOAc, washed with brine, dried over Na2SO4, filtered, and concentrated to give (S)-tert-butyl 1-cyclohexyl-3-hydroxypentan-2-ylcarbamate (4.77 g, 96%, in a ratio of 40:60) as a white solid. MS ESI +ve m/z 286 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08487108B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-0db4cce6a1e04c7090574e707c3d1e2a |
| Source note | uspto-grants-2013_07 |