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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446981Generated: October 30, 2026

Sodium Hydroxide → 4-(2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-1-cyclopropanecarbonyl-octahydro-pyrrolo[3,2-b]pyrrole-3-carboxylic acid

https://huagongshe.com/reaction/446981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-(2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-1-cyclopropanecarbonyl-octahydro-pyrrolo[3,2-b]pyrrole-3-carboxylic acid methyl esterHCID 67282301—
SolventMethanolHCID 887—
Product4-(2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-1-cyclopropanecarbonyl-octahydro-pyrrolo[3,2-b]pyrrole-3-carboxylic acidHCID 67280654109.3%

Reaction Steps

A solution of 44 (580 mg, 1.21 mmol) in MeOH (20 mL) was treated with 1M NaOH (4 mL) at ambient temperature. After 4 h, the solution was concentrated and diluted with EtOAc and 1M HCl. The layers were separated and the aqueous phase was extracted with EtOAc. The combined organic extracts were washed successively with 1M HCl, and brine, dried over anhydrous Na2SO4, filtered and concentrated to afford 45 (613 mg) as a yellow-colored foam which was used without further purification. Mass spectrum, m/z [464.6] (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481495B2
Source datasetuspto-grants-2013_07
ORD IDord-ebfc484d18ba42c5a005b916bbe3611a
Source noteuspto-grants-2013_07