HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 131718828, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | N-tert-Butoxycarbonyl-L-tryptophan | HCID 83169 | — |
| Reactant | HCID 131718827 | HCID 131718827 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131718828 | HCID 131718828 | 78% |
Reaction Steps
Condensation of Boc-trp-OH (1.81 g.) and H-Leu-MePhe-NH2 and H-Leu-Mephe-NH2 (mixture of isomers) hydrochloride salt (1.95 g.) by the mixed anhydride method using isobutyl chloroformate (813 mg.) and N-methylmorpholine (two 685 mg. portions) in tetrahydrofuran (35 ml.) at -20° C. for 20 min. and then at room temperature briefly, isolation by ethyl acetate extraction, and purification by filtration through silica gel with ethyl acetate gave Boc-trp-Leu-MePhe-NH2 and Boc-trp-Leu-Mephe-NH2 (mixture of isomers) as white foam (2.70 g., 78% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05378803 |
| Source dataset | uspto-grants-1995_01 |
| ORD ID | ord-80caf7091f7a4ce58c113aecc0aeb5e3 |
| Source note | uspto-grants-1995_01 |