Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethylmorpholine | HCID 7525 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | N-(Benzyloxycarbonyl)-D-phenylalanine | HCID 675678 | — |
| Reactant | (S)-tert-Butyl 2-amino-3-(tert-butoxy)propanoate | HCID 6993439 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 14724722 | HCID 14724722 | — |
Reaction Steps
9.07 ml of N-ethylmorpholine and 16.05 g of DCC are added at 0° C. to a solution of 21.2 g of Z-D-Phe-OH, 9.6 g of HOBt and 17.9 g of HCl.H-Ser(tBu)-OtBu in 150 ml of dimethylformamide. The mixture is left to stir at 0° C. for one 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 substance crystallizes after trituration with petroleum ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05071836 |
|---|
| Source dataset | uspto-grants-1991_12 |
|---|
| ORD ID | ord-41804773038146aea56c1b0e7d070cff |
|---|
| Source note | uspto-grants-1991_12 |
|---|
