HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HPro-MeDTrp-Phe-DTrp-Leu-MetNH2
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | BocPro-MeDTrp-Phe-DTrp-Leu-MetNH2 | HCID 131713821 | — |
| Solvent | Ethyl methyl sulfide | HCID 12230 | — |
| Solvent | 1,1-Ethanedithiol | HCID 33645 | — |
| Product | HPro-MeDTrp-Phe-DTrp-Leu-MetNH2 | HCID 131713823 | — |
Reaction Steps
Condensation of BocPro-MeDTrp-PheOH (3.68 g.) and HDTrp-Leu-MetNH2 acetate salt (part B of Example 17, 3.32 g.) using dicyclohexylcarbodiimide and N-hydroxysuccinimide gave BocPro-MeDTrp-Phe-DTrp-Leu-MetNH2 in 20% yield. De-t-butoxycarbonylation of BocPro-MeDTrp-Phe-DTrp-Leu-MetNH2 (1.00 g.) using trifluoroacetic acid in methyl ethyl sulfide and ethanedithiol gave HPro-MeDTrp-Phe-DTrp-Leu-MetNH2, which was isolated as the amorphous white solid phosphate salt monohydrate in 67% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04472305 |
| Source dataset | uspto-grants-1984_09 |
| ORD ID | ord-f32eabaf647d48afafc24328db4ff84b |
| Source note | uspto-grants-1984_09 |