HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → HCID 87539627, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 2-Carboxyoctahydroindole, (2S,3aS,7aS)- | HCID 7408452 | — |
| Reactant | (2S)-2-[[(2S)-1-ethoxy-1-oxopentan-2-yl]amino]propanoic acid | HCID 10015159 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 87539627 | HCID 87539627 | — |
Reaction Steps
Mixture of 855 mg of benzyl ester of (2S,3aS,7aS)-2-carboxyperhydro indole, 651 mg of N-((S)-1-carbethoxybutyl)-(S)-alanine and 1137 mg of O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate and 0.84 ml of triethylamine was stirred in 20 ml of acetonitrile for 30 minutes. 50 ml of saturated NaCl was added and product was extracted twice with 35 ml of EtOAc. Combined extracts were washed with 70 ml of water/1 ml of conc. HCl and than with 130 ml of waters dried with Na2SO4 and evaporated at 40° C. in vacuum. 1210 mg (87.7%) of benzyl (2S,3aS,7aS)-((2-(1-(ethoxycarbonyl)-(S)-butylamino)-(S)-propionyl)octahydroindole-2-carboxylate (benzyl ester of perindopril) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07671215B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-2ad1664e49dd4eb7860aee459313c176 |
| Source note | uspto-grants-2010_03 |