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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1965204Generated: November 1, 2026

Sodium Methoxide → Hexahydro-pyrrolo[3,2-b]pyrrole-1,3,4-tricarboxylic acid 1-benzyl ester 4-tert-butyl ester

https://huagongshe.com/reaction/1965204

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
ReactantHexahydro-pyrrolo[3,2-b]pyrrole-1,3,4-tricarboxylic acid 1-benzyl ester 4-tert-butyl ester 3-methyl esterHCID 67280928—
SolventMethanolHCID 887—
ProductHexahydro-pyrrolo[3,2-b]pyrrole-1,3,4-tricarboxylic acid 1-benzyl ester 4-tert-butyl esterHCID 67216716101.7%

Reaction Steps

A solution of 74 (1.4 g, 3.5 mmol) in MeOH (20 mL) was added to a solution of NaOMe (0.34 g, 6.3 mmol) in MeOH at ambient temperature. The reaction mixture was stirred for 16 h and then concentrated. The residue was diluted with EtOAc, washed successively with 1M HCl, brine, dried over anhydrous Na2SO4, filtered and concentrated to afford 72 as an orange-colored foam (1.39 g) that was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415486B2
Source datasetuspto-grants-2013_04
ORD IDord-44592de128dd499eae214d4d038f00f3
Source noteuspto-grants-2013_04