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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 243591Generated: October 27, 2026

Bis(4-nitrophenyl) carbonate → tert-butyl(2S,3S)-3-methyl-2-{3-[(6-methyl-2-pyridinyl)methyl]-2-oxo-1-imidazolidinyl}pentanoate

https://huagongshe.com/reaction/243591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis(4-nitrophenyl) carbonateHCID 78756—
Reactanttert-butyl(2S,3S)-3-methyl-2-[(2-{[(6-methyl-2-pyridinyl)methyl]amino}ethyl)amino]pentanoateHCID 86598719—
SolventDimethylformamideHCID 6228—
Producttert-butyl(2S,3S)-3-methyl-2-{3-[(6-methyl-2-pyridinyl)methyl]-2-oxo-1-imidazolidinyl}pentanoateHCID 8659871857%

Reaction Steps

A solution of the product of Example 32D in N,N-dimethylformamide (60 mL) was treated with bis-(p-nitrophenyl) carbonate (12.6 g, 1.2 equivalents) at 50° C. for 5 hrs. The solvents were evaporated, and the residue was partitioned between water and ethyl acetate. The organic layer was separated, washed with brine, dried over Na2SO4, filtered, and the solvents were evaporated, and the residue was purified using ethyl acetate:hexanes (2:1) to give 7.3 g (57%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653141B2
Source datasetuspto-grants-2014_02
ORD IDord-c77d372bf9724b93b7948c21429045bd
Source noteuspto-grants-2014_02