HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 178454288, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | Benzyl 4-(4-hydroxyphenyl)butanoate | HCID 89451939 | — |
| Reactant | HCID 178454296 | HCID 178454296 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178454288 | HCID 178454288 | 85.2% |
Reaction Steps
To a solution of 4-[N′,N″-bis(tert-butoxycarbonyl)carbamimidamido]benzoic acid (2.96 g) in dichloromethane (20.0 mL) were added 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (1.80 g), benzyl 4-(4-hydroxyphenyl)butanoate (2.00 g), and N,N-dimethyl-4-aminopyridine (286 mg), followed by stirring at room temperature overnight. To a reaction solution was added 1 M hydrochloric acid, followed by concentrating under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain 4-[4-(benzyloxy)-4-oxobutyl]phenyl 4-[N′,N″-bis(tert-butoxycarbonyl)carbamimidamido]benzoate (3.98 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199927B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-327a4a21dd604a90bef6f0f302357b01 |
| Source note | uspto-grants-2015_12 |