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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57604Generated: October 26, 2026

Diisopropylethylamine → 1-(9H-fluoren-9-yl)methyl 5-tert-butyl hexahydropyrrolo[3,4-b]pyrrole-1,5-dicarboxylate

https://huagongshe.com/reaction/57604

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantN-(9-Fluorenylmethoxycarbonyloxy)succinimideHCID 134122—
Reactant1,1-Dimethylethyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylateHCID 22562205—
Solvent1,4-DioxaneHCID 31275—
Product1-(9H-fluoren-9-yl)methyl 5-tert-butyl hexahydropyrrolo[3,4-b]pyrrole-1,5-dicarboxylateHCID 71113792—

Reaction Steps

A solution of tert-butyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate (424 mg, 2 mmol), N-(9-fluorenylmethoxycarbonyloxy) succinimide (600 mg, 1.8 mmol) and DIPEA (310 mg, 2.4 mmol) in dioxane (20 mL) was stirred at room temperature overnight and then concentrated in vacuo. The residue was treated with EtOAc/H2O, separated, and the aqueous layer was extracted with EtOAc. The combined extracts were washed with brine, dried over Na2SO4, filtered, and concentrated to give the title compound. MS (m/z): 355 (M-boc+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434726B2
Source datasetuspto-grants-2016_09
ORD IDord-bbb159d6afb54307a9d3653fb4fcc415
Source noteuspto-grants-2016_09