Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylmorpholine | HCID 7525 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | N-(Benzyloxycarbonyl)-D-phenylalanine | HCID 675678 | — |
| Reactant | HCID 14724724 | HCID 14724724 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 14724727 | HCID 14724727 | — |
Reaction Steps
4.71 ml of N-ethylmorpholine and 7.98 g of DCC are added at 0° C. to a solution of 10.69 g of Z-D-Phe-OH, 14.5 g of H-D-Phe-Ser(tBu)-OtBu.HCl and 4.89 g of HOBt in 150 ml of dimethylformamide. The mixture is left to stir at 0° C. for 1 hour and to stand at room temperature overnight. The precipitate is filtered off with suction, and the filtrate is concentrated. The residue is partitioned between ethyl acetate and water. The ethyl acetate phase is extracted by shaking successively with saturated NaHCO3 solution, KHSO4 /K2SO4 solution and water, dried over Na2SO4 and concentrated. The oil crystallizes from isopropanol/petroleum ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05071836 |
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| Source dataset | uspto-grants-1991_12 |
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| ORD ID | ord-bba75b66a7e74f19ab6c4a8afd6c0816 |
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| Source note | uspto-grants-1991_12 |
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