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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2241112Generated: November 3, 2026

Captopril → 1-[(2S)-3-[(3-(nitrooxy)propyl) carbonylthio]-2-methyl-1-oxopropyl]-L-proline

https://huagongshe.com/reaction/2241112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCaptoprilHCID 44093—
ReactantPerfluorophenyl 4-(nitrooxy)butanoateHCID 11522541—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Product1-[(2S)-3-[(3-(nitrooxy)propyl) carbonylthio]-2-methyl-1-oxopropyl]-L-prolineHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723529B2
Source datasetuspto-grants-2010_05
ORD IDord-ef5034f0768148feb9410f351c921c47
Source noteuspto-grants-2010_05