HuagongsheHuagongshe Chemistry Print Report · For research reference only
Anisole → HCID 178503706, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Anisole | HCID 7519 | — |
| Reactant | Hydrofluoric Acid | HCID 14917 | — |
| Reactant | HCID 178503707 | HCID 178503707 | — |
| Product | HCID 178503706 | HCID 178503706 | — |
Reaction Steps
Condensation of BocPro-DTrp-PheOH (Example 33, 658 mg.) and HDArg(Tos)-Leu-MetNH2 (630 mg.) using dicyclohexylcarbodiimide and 1-hydroxybenzotriazole gave BocPro-DTrp-Phe-DArg(Tos)-Leu-MetNH2 in 46% yield. De-t-butoxycarbonylation of BocPro-DTrp-Phe-DArg(Tos)-Leu-MetNH2 (524 mg.) using trifluoroacetic acid in dimethyl sulfide and ethanedithiol gave HPro-DTrp-Phe-DArg(Tos)-Leu-MetNH2 in 78% yield. De-p-toluenesulfonylation of HPro-DTrp-Phe-DArg(Tos)-Leu-MetNH2 (420 mg.) using liquid hydrogen fluoride with anisole gave HPro-DTrp-Phe-DArg-Leu-MetNH2, which was isolated as the amorphous off-white solid dihydrochloride acetate (2:1) salt hydrate (2:5) in 61% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04472305 |
| Source dataset | uspto-grants-1984_09 |
| ORD ID | ord-c6fe6d2870534728869699caf5f3febb |
| Source note | uspto-grants-1984_09 |