Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | HCID 14420426 | HCID 14420426 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131711285 | HCID 131711285 | — |
Reaction Steps
To a solution of 11.4 grams of Z-D-Gln-OBzl and 4.15 grams of 1-hydroxybenzotriazole in 50 ml of absolute tetrahydrofurane are added 3.35 ml of benzylamine and 6.76 grams of DCC. The mixture is stirred for 1 hour at 0° C and 1 hour at room temperature, the precipitate is filtered off with suction and the filtrate is concentrated. The residue is triturated in succession with NaHCO3 solution, 2n-HCl NaHCO3 solution and water, filtered off with suction and washed with water. Yield: 16.2 grams, melting point 144°. For purification recrystallisation from isopropanol is carried out. The product is washed with petroleum ether. Yield: 6 grams, melting point 149°, [α]D20 = -0.1 (c = 1, in glacial acetic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04118483 |
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| Source dataset | uspto-grants-1978_10 |
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| ORD ID | ord-ac45eb1bc3084905bc6a6f441794f4bd |
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| Source note | uspto-grants-1978_10 |
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