HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → (S)-2-{(S)-3,3-Dimethyl-2-[(1-methyl-piperidine-4-carbonyl)-amino]-butyrylamino}-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | 1-Methylpiperidine-4-carboxylic acid | HCID 2736939 | — |
| Reactant | (S)-2-((S)-2-Amino-3,3-dimethyl-butyrylamino)-propionic acid ethyl ester | HCID 86674878 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (S)-2-{(S)-3,3-Dimethyl-2-[(1-methyl-piperidine-4-carbonyl)-amino]-butyrylamino}-propionic acid ethyl ester | HCID 67325020 | — |
Reaction Steps
For compound (A48) (S)-2-((S)-2-Amino-3,3-dimethyl-butyrylamino)-propionic acid ethyl ester was coupled with 1-Methyl-piperidine-4-carboxylic acid using isobutylchloroformate and N-methylmorpholine in DMF to give (S)-2-{(S)-3,3-Dimethyl-2-[(1-methyl-piperidine-4-carbonyl)-amino]-butyrylamino}-propionic acid ethyl ester. This was then quaternised with Mel in DCM-acetone and subsequently hydrolysed using an hydroxide resin such as Ambersep 900-OH resin.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637453B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-63ea6e5ad8524f01b5eec5e9c1b0be41 |
| Source note | uspto-grants-2014_01 |