HuagongsheHuagongshe Chemistry Print Report · For research reference only
Captopril → 1-[(2S)-3-[(3-(nitrooxy)propyl) carbonylthio]-2-methyl-1-oxopropyl]-L-proline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Captopril | HCID 44093 | — |
| Reactant | Perfluorophenyl 4-(nitrooxy)butanoate | HCID 11522541 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | 1-[(2S)-3-[(3-(nitrooxy)propyl) carbonylthio]-2-methyl-1-oxopropyl]-L-proline | HCID 11325498 | — |
Reaction Steps
Using the same procedure described in Example 1 but starting from 1-[(2S)-3-mercapto-2-methyl-1-oxopropyl]-L-proline (Captopril)(0.41 g, 1.9 mmol), 4-(nitrooxy)butanoic acid pentafluorophenyl ester (0.60 g, 1.9 mmol) TEA (0.26 ml, 1.9 mmol) and DMAP (0.23 g, 1.9 mmol) after purification with Flash chromatography of the residue (CH2Cl2/Acetone 80:20) the title compound (0.140 g, 20%) was obtained as a white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723529B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-ef5034f0768148feb9410f351c921c47 |
| Source note | uspto-grants-2010_05 |