HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → Boc-(D)-Ala-Gly-MePhe-Leu-OMe
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | (N-Boc-D-alanyl)-glycine | HCID 12944592 | — |
| Reactant | Boc-MePhe-Leu-OMe | HCID 13918317 | — |
| Reactant | H-MePhe-Leu-OMe | HCID 13945171 | — |
| Reactant | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Boc-(D)-Ala-Gly-MePhe-Leu-OMe | HCID 131712075 | — |
Reaction Steps
To a solution of 24.6 g of Boc-(D)-Ala-Gly-OH and 11.2 ml of N-methylmorpholine in 400 ml of THF are added 13.2 ml of chloroformic acid isobutyl ester at -25°. After 5 minutes, at 25°, 11.2 ml of N-methyl-morpholine and 42.1 g of H-MePhe-Leu-OMe (trifluoroacetate) in DMF [which has previously been prepared by the treatment of Boc-MePhe-Leu-OMe with TFA-methylene chloride (1:1)] are added. After 2 hours, at -15°, the title compound is isolated as described under (a) above, as a solid foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04247543 |
| Source dataset | uspto-grants-1981_01 |
| ORD ID | ord-5407d542daed4a63b994859e86ba853c |
| Source note | uspto-grants-1981_01 |