HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Cbz-His(1-Me)-Tyr(OBn)-Ser(OBn)-CO2Me
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | (S)-2-(((Benzyloxy)carbonyl)amino)-3-(1-methyl-1H-imidazol-4-yl)propanoic acid | HCID 13490232 | — |
| Reactant | Tyr(OBn)-Ser(OBn)-CO2Me.HCl | HCID 131720926 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Cbz-His(1-Me)-Tyr(OBn)-Ser(OBn)-CO2Me | HCID 131720925 | — |
Reaction Steps
To a slurry of Cbz-His(1-Me) (from Step 1 above, 0.36 g, 1.2 mmol), Tyr(OBn)-Ser(OBn)-CO2Me.HCl (from Example 8, Step 1 above, 0.60 g, 1.2 mmol), DCC (0.30 g, 1.4 mmol), and HOBT (0.19 g, 1.4 mmol) in CH2Cl2 was added Et3N (0.17 mL, 1.2 mmol) and the mixture was stirred overnight at room temperature. The mixture was diluted with CHCl3, washed with saturated aqueous NaHCO3, brine, dried (MgSO4), and concentrated. Flash chromatography (1% MeOH:CHCl3) provided the title compound as a white solid, mp 161.5°-163.5° C.; FAB-MS 748 (m+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05830868 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-b91027d7b9ec41fb8a8f315d0fdbc944 |
| Source note | uspto-grants-1998_11 |