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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619539Generated: October 30, 2026

Dicyclohexylcarbodiimide → HCID 67607395, compound

https://huagongshe.com/reaction/1619539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant2-(((Tert-butoxy)carbonyl)amino)-2-phenylacetic acidHCID 571805—
Reactant1-Methyl-3-pyrrolidinol, (-)-HCID 6951332—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67607395HCID 6760739564%

Reaction Steps

To a solution of 2-(tert-butoxycarbonylamino)-2-phenylacetic acid (I3) (400 mg, 1.59 mmol) in THF (20 ml), were added (R)-1-methylpyrrolidin-3-ol (193 mg, 1.91 mmol), N,N′-methanediylidenedicyclohexanamine (394 mg, 1.91 mmol), and 1H-benzo[d][1,2,3]triazol-1-ol (258 mg, 1.91 mmol). The reaction was stirred at RT for 15, hours, and then the solvent was evaporated. The residue was taken up with DCM, the insoluble was filtered off, and the clear solution was washed twice with aq. Na2CO3 and brine, dried over Na2SO4 and evaporated to obtain (R)-1-methylpyrrolidin-3-yl 2-(tert-butoxycarbonylamino)-2-phenylacetate (340 mg; 64% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772314B2
Source datasetuspto-grants-2014_07
ORD IDord-3ee021b2c6e644c98a1cf2ff1176d2fc
Source noteuspto-grants-2014_07