HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 3-[4-(tert-Butoxycarbonyl)piperazin-1-yl]-3-oxopropionic acid [4-phenyl-1-(3-phenyl-propyl)-butyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | 1,7-Diphenyl-4-aminoheptane hydrochloride | HCID 21892255 | — |
| Reactant | 3-[4-(tert-Butoxycarbonyl)piperazin-1-yl]-3-oxopropionic acid | HCID 23435445 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[4-(tert-Butoxycarbonyl)piperazin-1-yl]-3-oxopropionic acid [4-phenyl-1-(3-phenyl-propyl)-butyl]-amide | HCID 20622411 | — |
Reaction Steps
3-[4-(tert-Butoxycarbonyl)piperazin-1-yl]-3-oxopropionic acid (36) (1.20 g; 4.41 mmol) is dissolved in methylene chloride (40 mL) at ambient temperature. 1,7-Diphenyl-4-aminoheptane hydrochloride (1) (1.61 g; 5.29 mmol), N,N-diisopropylethylamine (1.82 g; 14.1 mmol) and PyBOP (2.75 g; 5.29 mmol) are added sequentially. The reaction is stirred for 14 hours at room temperature, then concentrated under reduced pressure. The residue is purified via silica gel chromatography (40%<70% ethyl acetate in hexanes) affording the desired product as a solid. ESMS: MH+ 522.4
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07304053B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-e6c7c3650dcb4efd8fed36a729c8f3d3 |
| Source note | uspto-grants-2007_12 |