HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylmorpholine → L-Isoleucine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylmorpholine | HCID 7525 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | Ethyl nipecotate | HCID 98969 | — |
| Reactant | L-isoleucine, N-[1-(carboxymethyl)-L-prolyl] benzylamide | HCID 131720284 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | L-Isoleucine | HCID 6306 | 161.1% |
Reaction Steps
A -5° C. solution of L-isoleucine, N-[1-(carboxymethyl)-L-prolyl] benzylamide (266 mg, 0.71 mmol, 1.0 eq), N-ethylmorpholine (135 uL, 1.06 mmol, 1.5 eq) in acetonitrile (5.0 mL) was treated with isobutyl chloroformate (101 uL, 0.78 mmol, 1.1 eq) followed by ethyl nipecotate (220 uL, 1.40 mmol, 2.0 eq). Purification by flash chromatography provided 150 mg (41%) of L-isoleucine, N-[1-[2-[N-(piperidine-3-carboxylic acid ethyl ester)]-2-oxoethyl]-L-prolyl] benzylamide as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05686424 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-d895dff602864ad1a1ed52eae549298e |
| Source note | uspto-grants-1997_11 |