HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → BocPro-DTrp-Phe-DLys(Boc)-Leu-MetNH2
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | BocPro-DTrp-PheOH | HCID 131713758 | — |
| Reactant | HDLys(Boc)-Leu-MetNH2 | HCID 131713784 | — |
| Product | BocPro-DTrp-Phe-DLys(Boc)-Leu-MetNH2 | HCID 131713785 | 46% |
Reaction Steps
Condensation of BocPro-DTrp-PheOH (0.88 g.) and HDLys(Boc)-Leu-MetNH2 (0.68 g.) using dicyclohexylcarbodiimide and 1-hydroxybenzotriazole gave BocPro-DTrp-Phe-DLys(Boc)-Leu-MetNH2 in 46% yield. De-t-butoxycarbonylation of BocPro-DTrp-Phe-DLys(Boc)-Leu-MetNH2 (560 mg.) using trifluoroacetic acid in dimethyl sulfide and ethanedithiol gave HPro-DTrp-Phe-DLys-Leu-MetNH2, which was isolated as the amorphous white solid phosphate (1:1) acetate (1:3) salt in 26% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04472305 |
| Source dataset | uspto-grants-1984_09 |
| ORD ID | ord-00884829127a410198d9834ab176b237 |
| Source note | uspto-grants-1984_09 |