HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 58139011, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Indanol | HCID 22819 | — |
| Reactant | N-((Benzyloxy)carbonyl)-2-methylalanine | HCID 294936 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58139011 | HCID 58139011 | 76.1% |
Reaction Steps
To a solution of N-[(benzyloxy)carbonyl]-2-methylalanine (2.00 g, 8.4 mmol) in DCM (10 ml) at 0° C. was added indanol (2.26 g, 16.9 mmol), EDCI (1.78 g, 9.3 mmol) and finally DMAP (103 mg, 0.8 mmol). The reaction mixture was warmed to RT and stirred for 18 hours. The reaction mixture was washed with 1M HCl (10 ml), sat. Na2CO3 (20 ml), dried (MgSO4) filtered and concentrated in vacuo to leave a brown oil. The crude product was purified by column chromatography (20% EtOAc in heptane) to yield the desired product as a white solid (2.26 g, 76%). LC/MS: m/z 354 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08778953B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-00a923d1b32d486fa629a783cc67fec7 |
| Source note | uspto-grants-2014_07 |