HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HPro-DTrp-Phe-MeDTrp-Leu-MetNH2
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 1,1-Ethanedithiol | HCID 33645 | — |
| Reactant | HCID 131713813 | HCID 131713813 | — |
| Solvent | Dimethyl Sulfide | HCID 1068 | — |
| Product | HPro-DTrp-Phe-MeDTrp-Leu-MetNH2 | HCID 131713812 | — |
Reaction Steps
Condensation of BocPro-DTrp-Phe-MeDTrpNHNH2 (0.840 g.) and HLeu-MetNH2 (0.328 g.) by the acyl azide method (Yajima et al., Chem. Pharm. Bull., vol. 19, p. 1900, 1971) gave BocPro-DTrp-Phe-MeDTrp-Leu-MetNH2 in 57% yield. De-t-butoxycarbonylation of BocPro-DTrp-Phe-MeDTrp-Leu-MetNH2 (0.450 g.) using trifluoroacetic acid in dimethyl sulfide and ethanedithiol gave HPro-DTrp-Phe-MeDTrp-Leu-MetNH2, which was isolated as the crystalline white solid (m.r. 150°-175° C.) hydrochloride hydrate (3:2) in 59% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04472305 |
| Source dataset | uspto-grants-1984_09 |
| ORD ID | ord-608244333d784260a6bf16cf46565e03 |
| Source note | uspto-grants-1984_09 |