Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 15381211 | HCID 15381211 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68194317 | HCID 68194317 | — |
Reaction Steps
To a suitable reactor was added crude 3b in EtOH (100 mL) solution at 20-30° C. under N2. The mixture was cooled to −25 to −15° C., and NaBH4 (0.77 g) in H2O (7.7 mL) was added at below −8° C. The reaction mixture was warmed to −10 to −5° C. and stirred for 2 hr. The reaction was deemed completed as determined by TLC. 1N HCl aqueous solution (20 mL) was added at below 10° C. The mixture was extracted with EtOAc (100 mL×2). The separated organic portions were combined and concentrated under at 40-50° C. reduced pressure to afford crude 4b. The diastereomeric ratio of crude 4b was determined to be 97/3 by HPLC analysis.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08722921B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-d25666b6859745abb0e83d906dd713b6 |
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| Source note | uspto-grants-2014_05 |
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