HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclobutylamine → HCID 66857076, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclobutylamine | HCID 75645 | — |
| Reactant | (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid | HCID 88804 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66857076 | HCID 66857076 | 49.6% |
Reaction Steps
1.17 g of HOAT, 1.60 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 0.615 g of cyclobutylamine are added to a solution of 2.0 g of (4R)-1-(tert-butoxycarbonyl)-4-hydroxy-L-proline in 20 ml of DMF. 1.5 ml of a saturated solution of NaHCO3 is added and the reaction mixture is filtered on a Chem Elut® cartridge, eluting with DCM. The solvents are concentrated under vacuum and the residue is purified by filtration on silica gel, eluting with EtOAc. 1.22 g of the expected compound is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08623862B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-9bf5c4761b224bc381b6136f6ac08fa4 |
| Source note | uspto-grants-2014_01 |