Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 70047932 | HCID 70047932 | — |
| Reactant | HCID 178418435 | HCID 178418435 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70048425 | HCID 70048425 | 68.5% |
Reaction Steps
0.57 g of sodium boron hydride was added with stirring to 9 ml of a 80% methanol solution under ice-cooling. To the mixture was added dropwise 1.15 g of 1-[1-(2-indanylacetyl)-L-prolyl]-L-proline methyl ester dissolved in a mixed solution of 5 ml of tetrahydrofuran and 5 ml of methanol. After addition, the mixture was stirred for 15 hours at room temperature. The reaction mixture was acidified by adding diluted hydrochloric acid and extracted with ether. The organic layer obtained was washed with brine and dried over anhydrous sodium sulfate. After evaporating the solvent under reduced pressure, the residue was purified by silica gel column chromatography to obtain 0.73 g of 1-[1-(2-indanylacetyl)-L-prolyl]-L-prolinol as an oily substance. (yield: 68%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05028604 |
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| Source dataset | uspto-grants-1991_07 |
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| ORD ID | ord-6c93980b65944efa8a61c00cde78bed9 |
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| Source note | uspto-grants-1991_07 |
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