HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 57842615, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | ((4-Bromobenzyl)oxy)acetic acid | HCID 133921 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | 3-N-Cbz-Aminomethylaniline | HCID 2757380 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57842615 | HCID 57842615 | 62.1% |
Reaction Steps
To a solution of 67A (245 mg, 1 mmol) and 66A (268 mg, 1.05 mmol) in DMF (4 mL), was added EDCI (288 mg, 1.5 mmol), HOAt (14 mg, 0.1 mmol) and DIEA (0.54 mL, 3 mmol). The mixture was stirred rt for 16 h, then was quenched with water and extracted with EtOAc (3×20 mL). The organic layer washed by brine, dried (Na2SO4) and concentrated. Purification via flash chromatography (0-40% EtOAc in hexanes) gave 67B (300 mg, 62%). MS (ESI) m/z 483.3 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592331B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-ea56fc1f41df49b29f8df13729886954 |
| Source note | uspto-grants-2009_09 |