HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HPro-Phe-Phe-Glu-Leu-MetNH2
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HLeu-MetNH2 hydrochloride | HCID 131713703 | — |
| Reactant | BocPro-Phe-Phe-Glu(tBu)NHNH2 | HCID 131713747 | — |
| Reactant | BocPro-Phe-Phe-Glu(tBu)-Leu-MetNH2 | HCID 131713748 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HPro-Phe-Phe-Glu-Leu-MetNH2 | HCID 131713746 | — |
Reaction Steps
Condensation of BocPro-Phe-Phe-Glu(tBu)NHNH2 (0.570 g.) and HLeu-MetNH2 hydrochloride salt (Example 1, 0.560 g.) by the acyl azide method (Yajima et al., Chem. Pharm. Bull., vol. 19, p. 1900, 1971) have BocPro-Phe-Phe-Glu(tBu)-Leu-MetNH2 in 77% yield. De-t-butylation and de-t-butoxycarbonylation of BocPro-Phe-Phe-Glu(tBu)-Leu-MetNH2 using hydrogen chloride in acetic acid gave HPro-Phe-Phe-Glu-Leu-MetNH2, which was isolated as the amorphous off-white solid hydrochloride salt in 38% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04472305 |
| Source dataset | uspto-grants-1984_09 |
| ORD ID | ord-e8013be172f94f19adf18a6d2432438c |
| Source note | uspto-grants-1984_09 |