HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → L-Isoleucine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 64284-84-0 | HCID 535109 | — |
| Reactant | 2-Chloro-1-(2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)ethan-1-one | HCID 21475976 | — |
| Reactant | HCID 86751513 | HCID 86751513 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | L-Isoleucine | HCID 6306 | 68% |
| Product | HCID 131720273 | HCID 131720273 | — |
Reaction Steps
Using the procedure described in Example 5, a solution of L-proline-L-isoleucine benzylamide (153 mg, 0.48 mmol) and triethylamine (337 uL, 5.0 eq), in THF (2 mL), was treated with 205 mg (0.95 mmol) of 1-chloro-2-(2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-2-oxoethane (prepared from (-)-3-pinanecarboxylic acid using the procedure described in example 1) to provide 164 mg, (68%) of L-isoleucine, N-[1-[(2-(2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-2-oxoethyl]-L-prolyl] benzylamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05686424 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-7cc020696f8d494ca4c182a8525605db |
| Source note | uspto-grants-1997_11 |