HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzhydrylamine → HCID 178427601, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzhydrylamine | HCID 7036 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | L-Ornithine, N2-[(1,1-dimethylethoxy)carbonyl]-N5-[imino[[(4-methylphenyl)sulfonyl]amino]methyl]- | HCID 83767 | — |
| Reactant | 2-(5-Bromo-2-fluorophenyl)-3-fluoropyridine | HCID 11543587 | — |
| Reactant | HCID 178418600 | HCID 178418600 | — |
| Solvent | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| Product | HCID 178427601 | HCID 178427601 | — |
Reaction Steps
Benzhydrylamine-resin (40.44g 0.5 mmol/g, 20.22 mmol) was coupled with Boc Arg (Tos)-OH(34.6g, 80.7 mmol) in 25% DMF-CH2Cl2 with DCC (16.78g, 81.4 mmol) for 2h followed by the addition of 1% diisopropylethylamine and reacted for 0.5 h longer. The resultant Boc-Arg (Tos)-BHA-resin was washed with CH2Cl2 (3×250 mL), MeOH(3×250 mL), CH2Cl2 (3×250 mL) and dried. The couplings and washing procedures were repeated and an aliquot was hydrolyzed (1 mL of 6M propionic acid/HCl at 130° for 2 h). Amino acid analysis showed a substitution of 0.35 mmol of Arg per gram of resin. The remaining amino groups were acetylated with AC2 0-Pyridine. Yield 48.88g (Boc-Arg(Tos)-BHA-resin, 4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04772547 |
| Source dataset | uspto-grants-1988_09 |
| ORD ID | ord-34c6a4b879324a1db640e6207140d708 |
| Source note | uspto-grants-1988_09 |