HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 131720293, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | Tricyclo(3.3.1.13,7)dec-1-ylmethylamine | HCID 86625 | — |
| Reactant | L-isoleucine, N-[1-(carboxymethyl)-L-prolyl] benzylamide | HCID 131720284 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 131720293 | HCID 131720293 | 10.2% |
Reaction Steps
Using the procedure described previously, a solution of L-isoleucine, N-[1-(carboxymethyl)-L-prolyl] benzylamide (106 mg, 0.28 mmol), triethylamine (158 uL, 1.13 mmol, 4 eq) in acetonitrile (1.5 mL, was cooled to 0° C. and treated with isobutyl chloroformate (40.5 uL, 0.31 mmol, 1.1 eq) followed by 1-adamantanemethylamine (100 uL, 0.57 mmol, 2 eq). After TLC indicated the reaction was complete, the mixture was purified by HPLC to provide 15 mg (10%) of L-isoleucine, N-[1-(adamant-1-ylmethylcarbamoylmethyl)-L-prolyl] benzylamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05686424 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-7e927f8c87bd4ccdaefecc6d3c3a2896 |
| Source note | uspto-grants-1997_11 |