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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446987Generated: October 29, 2026

3-(Naphthalen-1-ylcarbamoyl)-hexahydro-pyrrolo[3,2-b]pyrrole-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester → 6-(Naphthalen-1-ylcarbamoyl)-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/446987

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Naphthalen-1-ylcarbamoyl)-hexahydro-pyrrolo[3,2-b]pyrrole-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl esterHCID 67281026—
CatalystPalladiumHCID 23938—
SolventEthylacetate methanolHCID 21584119—
Product6-(Naphthalen-1-ylcarbamoyl)-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid tert-butyl esterHCID 6728137499.3%

Reaction Steps

A solution of 53 (490 mg, 0.95 mmol) in 1:1 MeOH/EtOAc (4 mL) was treated with Pd/C (5% wet, ca. 100 mg) and placed under H2 (50 psi) using a Parr apparatus. After 1.5 h, the reaction mixture was filtered through syringe filter disc (Acrodisc-PSF-0.45 μM) and rinsed with MeOH. The filtrate was concentrated to afford crude 54 (360 mg) which was used without further purification. Mass spectrum, m/z [382.2] (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481495B2
Source datasetuspto-grants-2013_07
ORD IDord-772f109f7ce8468cb85841eac737c566
Source noteuspto-grants-2013_07