HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[(benzyloxy)carbonyl]-L-phenylalanyl-N1-7,8,9,10-tetrahydro-6H-benzo[b]cyclohepta[d]furan-2-yl-L-alaninamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | N-Benzyloxycarbonylphenylalanylalanine | HCID 152128 | — |
| Reactant | 7,8,9,10-tetrahydro-6H-benzo[b]-cyclohepta[d]furan-2-ylamine | HCID 12884883 | — |
| Product | N-[(benzyloxy)carbonyl]-L-phenylalanyl-N1-7,8,9,10-tetrahydro-6H-benzo[b]cyclohepta[d]furan-2-yl-L-alaninamide | HCID 24897212 | 25.6% |
Reaction Steps
Following the procedure of Example 30, triethylamine (0.43 mL, 3.1 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (0.31 g, 1.6 mmol), N-hydroxybenzotriazole (0.22 g, 1.6 mmol), N-Cbz-Phe-Ala-OH (0.51 g, 1.4 mmol), and 7,8,9,10-tetrahydro-6H-benzo[b]-cyclohepta[d]furan-2-ylamine (0.25 g, 1.2 mmol) provided N-[(benzyloxy)carbonyl]-L-phenylalanyl-N1-7,8,9,10-tetrahydro-6H-benzo[b]cyclohepta[d]furan-2-yl-L-alaninamide (0.17 g). MS (ESI) m/z 554 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601856B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-69030552da6e4508979411aa05ddb38b |
| Source note | uspto-grants-2009_10 |