HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HPro-DTrp-Phe-DTrp-MeLeu-MetNH2
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 1,1-Ethanedithiol | HCID 33645 | — |
| Reactant | BocPro-DTrp-Phe-DTrp-MeLeu-MetNH2 | HCID 131713793 | — |
| Solvent | Dimethyl Sulfide | HCID 1068 | — |
| Product | HPro-DTrp-Phe-DTrp-MeLeu-MetNH2 | HCID 131713794 | — |
Reaction Steps
Condensation of BocPro-DTrp-PheOH (Example 33, 1.65 g.) and HDTrp-MeLeu-MetNH2 (1.34 g.) using dicyclohexylcarbodiimide and N-hydroxysuccinimide gave BocPro-DTrp-Phe-DTrp-MeLeu-MetNH2 in 64% yield. De-t-butoxycarbonylation of BocPro-DTrp-Phe-DTrp-MeLeu-MetNH2 (1.70 g.) using trifluoroacetic acid in dimethyl sulfide and ethanedithiol gave HPro-DTrp-Phe-DTrp-MeLeu-MetNH2, which was isolated as the amorphous white solid phosphate (1:1) salt tetrahydrate in 67% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04472305 |
| Source dataset | uspto-grants-1984_09 |
| ORD ID | ord-414da3339a5441908c3cca2ec8f7e34e |
| Source note | uspto-grants-1984_09 |