HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HPro-DTrp-MePhe-DTrp-Leu-MetNH2
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | BocPro-DTrp-MePhe-DTrp-Leu-MetNH2 | HCID 131713800 | — |
| Solvent | Dimethyl Sulfide | HCID 1068 | — |
| Solvent | 1,1-Ethanedithiol | HCID 33645 | — |
| Product | HPro-DTrp-MePhe-DTrp-Leu-MetNH2 | HCID 131713802 | — |
Reaction Steps
Condensation of BocPro-DTrp-MePheOH (0.800 g.) and HDTrp-Leu-MetNH2 acetate salt (part B of Example 17, 0.721 g.) using dicyclohexylcarbodiimide and 1-hydroxybenzotriazole gave BocPro-DTrp-MePhe-DTrp-Leu-MetNH2 in 31% yield. De-t-butoxycarbonylation of BocPro-DTrp-MePhe-DTrp-Leu-MetNH2 (0.400 g.) using trifluoroacetic acid in dimethyl sulfide and ethanedithiol gave HPro-DTrp-MePhe-DTrp-Leu-MetNH2, which was isolated as the amorphous white solid phosphate (1:2) salt dihydrate in 23% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04472305 |
| Source dataset | uspto-grants-1984_09 |
| ORD ID | ord-76b7e47756654cf7938da1236a97948b |
| Source note | uspto-grants-1984_09 |