HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 69143965, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1-(1-Methyl-4-piperidinyl)piperazine | HCID 566324 | — |
| Reactant | (2R)-2-(((tert-butoxy)carbonyl)amino)-3-methylbutanoic acid | HCID 637605 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69143965 | HCID 69143965 | 102.1% |
Reaction Steps
To a stirring solution of Boc-D-valine (5.0 g, 23 mmol) in dichloromethane (230 mL) is added HOBt (3.42 g, 25.3 mmol), followed by EDCI (4.85 g, 25.3 mmol), followed by 4-(1-methylpiperidin-4-yl)piperazine (4.2 g, 23 mmol). After stirring overnight, the solution is washed with saturated aqueous NaHCO3, followed by brine, and then concentrated in vacuo. The residue is chromatographed over silica gel, eluting with a gradient of 0-10% (2 N ammonia/methanol) in chloroform. The product-containing fractions are combined and concentrated in vacuo to give the title product (8.98 g, quantitative) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07265121B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-f61f1515b44e40b1b74ff381d1e8ad49 |
| Source note | uspto-grants-2007_09 |