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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 655979Generated: October 25, 2026

4-Ethylphenyl isocyanate → (2S,4R)-tert-butyl 4-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-((4-ethylphenylcarbamoyloxy)methyl)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/655979

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Ethylphenyl isocyanateHCID 90007—
Reactant(2S,4R)-tert-butyl 4-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-(hydroxymethyl)pyrrolidine-1-carboxylateHCID 59778629—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
Product(2S,4R)-tert-butyl 4-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-((4-ethylphenylcarbamoyloxy)methyl)pyrrolidine-1-carboxylateHCID 59778440—

Reaction Steps

To a solution of (2S,4R)-tert-butyl 4-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-(hydroxymethyl)pyrrolidine-1-carboxylate (403 mg, 0.92 mmol) and DMAP (134 mg, 1.1 mmol) in THF (10 mL) was added 4-ethylphenyl isocyanate (162 mg, 11 mmol). The reaction mixture was stirred at rt overnight and concentrated to give (2S,4R)-tert-butyl 4-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-((4-ethylphenylcarbamoyloxy)methyl)pyrrolidine-1-carboxylate, which was used without further purification. LRMS (M+H+) m/z 585.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071625B2
Source datasetuspto-grants-2011_12
ORD IDord-cb8da034f9624745a209c1c6d9486106
Source noteuspto-grants-2011_12