HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 86603753, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Cyclohexanemethylamine | HCID 76688 | — |
| Reactant | N-(tert-Butyloxycarbonyl)-D-methionine | HCID 111051 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Water ethylacetate | HCID 22728543 | — |
| Product | HCID 86603753 | HCID 86603753 | 89.5% |
Reaction Steps
A mixture of (2R)-2-[(tert-butoxycarbonyl)amino]-4-(methylthio)butanoic acid (4.57 g), cyclohexanemethylamine (2.28 g), HOBt (2.72 g), and EDCI (3.87 g) in DMF (50 mL) was stirred at ambient temperature for 15 hours. The reaction mixture was poured into a mixture of AcOEt-H2O and the organic layer was washed with aqueous ammonium chloride, aqueous sodium hydrogen carbonate, and brine and dried over MgSO4. The solvent was evaporated in vacuo and the residue was crystallized from ethyl acetate and hexane to give tert-butyl [(1R)-1-{[(cyclohexylmethyl)amino]carbonyl}-3-(methylthio)propyl]carbamate (5.65 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07557127B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-d8e0caea98d8486b94d4cb0ed2320a49 |
| Source note | uspto-grants-2009_07 |