HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Tert-butyl {(1r,2r)-2-(benzyloxy)-1-[(7,8,9,10-tetrahydro-6h-benzo[b]cyclohepta[d]furan-2-ylamino)carbonyl]propyl}carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | (2R,3S)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}butanoic acid | HCID 6992573 | — |
| Reactant | 7,8,9,10-tetrahydro-6H-benzo[b]-cyclohepta[d]furan-2-ylamine | HCID 12884883 | — |
| Product | Tert-butyl {(1r,2r)-2-(benzyloxy)-1-[(7,8,9,10-tetrahydro-6h-benzo[b]cyclohepta[d]furan-2-ylamino)carbonyl]propyl}carbamate | HCID 24897211 | 18.6% |
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-Boc-D-Thr(Bzl)-OH (0.42 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 tert-butyl {(1R,2R)-2-(benzyloxy)-1-[(7,8,9,10-tetrahydro-6H-benzo[b]cyclohepta[d]furan-2-ylamino)carbonyl]propyl}carbamate (0.11 g). MS (ESI) m/z 493 ([M+H]+); MS (ESI) m/z 491 ([M−H]−).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601856B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-1ce9c49de14842d7a9cf28823ed45fb6 |
| Source note | uspto-grants-2009_10 |