HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → rac-N-[[1-(t-butoxycarbonyl)-3-piperidinyl]-carbonyl]-beta-alanine benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-((Tert-butoxy)carbonyl)piperidine-3-carboxylic acid | HCID 2735647 | — |
| Reactant | Chloro-dimethoxy-triazine | HCID 12493616 | — |
| Reactant | 4-Methylbenzene-1-sulfonic acid--benzyl beta-alaninate (1/1) | HCID 13502100 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | rac-N-[[1-(t-butoxycarbonyl)-3-piperidinyl]-carbonyl]-beta-alanine benzyl ester | HCID 19926254 | — |
Reaction Steps
rac-N-(t-butoxycarbonyl)piperidine-3-carboxylic acid (Can. J. Physiol. Pharmacol. 57, 1979, 763) in THF was activated with chlorodimethoxytriazine and N-methyl-morpholine and then coupled with β-alanine benzyl ester p-toluenesulphonate (J. Org. Chem. 17, 1952, 1564) and N-methylmorpholine to give rac-N-[[1-(t-butoxycarbonyl)-3-piperidinyl]carbonyl]-β-alanine benzyl ester, m.p. 57°-59° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05430024 |
| Source dataset | uspto-grants-1995_07 |
| ORD ID | ord-36f293389c1f46a48f833a2907022fe1 |
| Source note | uspto-grants-1995_07 |