Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 67745442 | HCID 67745442 | — |
| Solvent | Tetrahydrofuran ethanol | HCID 21873804 | — |
| Product | HCID 67745431 | HCID 67745431 | 82.7% |
Reaction Steps
Lithium chloride (0.678 g) and sodium borohydride (0.605 g) were added to a solution of (S)-2-[[(S)-2-[2-(ethoxycarbonyl)1-hydroxyethyl]-1-pyrrolidinyl]carbonyl]-N-(phenylmethyl)-1-pyrrolidinecarboxamide (3.36 g) in THF-ethanol (1:1, 50 ml), under ice-cooling, and the mixture was stirred at room temperature overnight. The reaction mixture was filtered with suction, and the filtrate was concentrated. The residue was dissolved in chloroform, and poured into ice water for separation. The aqueous layer was saturated with sodium chloride and extracted with chloroform. The combined organic layer was dried over anhydrous sodium sulfate and concentrated. The residue was subjected to silica gel column chromatography (eluent: chloroform-methanol) to give the title compound (2.50 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05536737 |
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| Source dataset | uspto-grants-1996_07 |
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| ORD ID | ord-04ba7c204c8e4bde932257043f0018e3 |
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| Source note | uspto-grants-1996_07 |
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