HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 2-Benzoyloxymethyl-5-{[tert-butoxycarbonyl(6,2'-dimethyl-4'-propionyl-biphenyl-3-yl)amino]methyl}benzyl benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3,4-Bis(benzoyloxymethyl)benzyl bromide | HCID 22345618 | — |
| Reactant | Tert-butyl(6,2'-dimethyl-4'-propionylbiphenyl-3-yl)carbamate | HCID 22345642 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Benzoyloxymethyl-5-{[tert-butoxycarbonyl(6,2'-dimethyl-4'-propionyl-biphenyl-3-yl)amino]methyl}benzyl benzoate | HCID 69792889 | — |
Reaction Steps
900 mg (2.5 mmol) of tert-butyl(6,2′-dimethyl-4′-propionylbiphenyl-3-yl)carbamate are dissolved in 30 ml of dimethylformamide. 110 mg (2.8 mmol) of 60% sodium hydride are added and the medium is stirred for 15 minutes. 1.23 g (2.8 mmol) of 3,4-bis(benzoyloxymethyl)benzyl bromide are then added and the medium is stirred for 12 hours at room temperature. After the usual work-up, the residue obtained is purified by chromatography on a column of silica (eluent: 8 heptane/2 ethyl acetate). A colorless oil is obtained (m=1 g, Y=55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06924400B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-ca14fcc31f5f4c098bd1bace29433037 |
| Source note | uspto-grants-2005_08 |