Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 22049-75-8 | HCID 11558265 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 54457891 | HCID 54457891 | 12.4% |
Reaction Steps
A mixture of L-alanyl-L-prolyl-L-proline (12.83 g, 9.99 m mole), benzaldehyde (5.50 g, 51.8 m mole), zeolite "3A" (20 g), and ethanol (60 ml), was stirred overnight at room temperature. Sodium borohydride (1.609 g, 42.3 m mole) - ethanol (70 ml) suspending solution was added dropwise thereto, and after that, the mixture was stirred for 10 hours. The zeolite was removed by filtration and the filtrate was concentrated under reduced pressure. To the solution, ether was added to effect crystallization. The thus produced crystals were obtained by filtration, washed with three 50 ml portions of ether, then purified with the ion exchange resin "Dowex 50 W-X4", and then recrystallized with ethanol-ether to give N-benzyl-L-alanyl-L-prolyl-L-proline (2.10 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04719200 |
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| Source dataset | uspto-grants-1988_01 |
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| ORD ID | ord-6990ea48775d4abca3db7832992475ee |
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| Source note | uspto-grants-1988_01 |
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