HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-((2S)-2-(N-((1S)-1-Ethoxycarbonyl-3-phenylpropyl)amino)propionyl)-4-(2,3-dichloro-4-((ethoxycarbonyl)methoxy)benzoyl)methyleneproline ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)-N-(2,2,2-trichloroethoxycarbonyl)alanine | HCID 13376527 | — |
| Reactant | 4-(2,3-Dichloro-4-((ethoxycarbonyl)methoxy)benzoyl)methylene proline ethyl ester | HCID 57320079 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-((2S)-2-(N-((1S)-1-Ethoxycarbonyl-3-phenylpropyl)amino)propionyl)-4-(2,3-dichloro-4-((ethoxycarbonyl)methoxy)benzoyl)methyleneproline ethyl ester | HCID 67740826 | — |
Reaction Steps
The acid chloride from 6.7 g (14.7 mmol) of N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)-N-(2,2,2-trichloroethoxycarbonyl)alanine (Example 7A) is dissolved in 25 ml CH2Cl2 and added dropwise to a solution of 6.3 g (14.6 mmol) of 4-(2,3-dichloro-4-((ethoxycarbonyl)-methoxy)benzoyl)methylene proline ethyl ester and 1.6 g (15.8 mmol) of triethylamine in 100 ml CH2Cl2. Further reaction and purification as in example 7A gives the desired amide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04746676 |
| Source dataset | uspto-grants-1988_05 |
| ORD ID | ord-459e193706be4de2b55594c5246ef384 |
| Source note | uspto-grants-1988_05 |