Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| Reactant | HCID 2818243 | HCID 2818243 | — |
| Reactant | HCID 20300013 | HCID 20300013 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 13241884 | HCID 13241884 | 52.8% |
Reaction Steps
N-(N-Benzyloxycarbonyl-L-prolyl)-L-leucine (4.6 g), glycine ethyl ester hydrochloride (1.8 g) and triethylamine (1.78 ml) are dissolved in dry chloroform (40 ml) and thereto is added 1-(p-toluenesulfonyloxy)-6-nitro-1,2,3-benzotriazole (4.25 g) under ice-cooling and the mixture is stirred for 1 hour. After allowing to stand overnight, to the mixture are added water and ethyl acetate. The ethyl acetate layer is washed with 1 N aqueous ammonia containing 5% NaCl (six times), water, 1 N hydrochloric acid and water in order, dried over anhydrous magnesium sulfate, and then the solvent is distilled off. The resulting residue is washed with ether-petroleum ether to give N-[N-(N-benzyloxycarbonyl-L-prolyl)-L-leucyl]glycine ethyl ester (3.0 g), melting point: 149°-150° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04242507 |
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| Source dataset | uspto-grants-1980_12 |
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| ORD ID | ord-5e3a359d08d14f76aa0628f0516b6cd5 |
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| Source note | uspto-grants-1980_12 |
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