Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | benzyloxycarbonyl-L-tryptophan | HCID 101176 | — |
| Reactant | L-Proline 1,1-dimethylethyl ester | HCID 6453108 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Z-Trp-Pro-OBut | HCID 13178803 | — |
Reaction Steps
10.92 g (53 mmoles) of DCC are added at 0° C. to a solution of 16.9 g (50 mmoles) of Z-Trp-OH, 8.55 g (50 mmoles) of H-Pro-OBut and 6.75 g (50 mmoles) of HOBt in 75 ml of dimethylformamide. The mixture is stirred for 2 hours at 0° C. and left to stand overnight at room temperature. The precipitate is filtered off and the filtrate is concentrated. The residue is worked up analogously to Example 1 a. The residue is triturated with ether. Yield 19.49 g (79%), melting point 173°, [α]D25 =-54.2° (c=1, dimethylformamide).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04487764 |
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| Source dataset | uspto-grants-1984_12 |
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| ORD ID | ord-d31d4dc102284d9abf1553600d7eff4d |
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| Source note | uspto-grants-1984_12 |
|---|
