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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643077Generated: October 30, 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/643077

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 28D in DMF (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 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 numberUS07696226B2
Source datasetuspto-grants-2010_04
ORD IDord-525fe61204e2427095513d5b02240dd2
Source noteuspto-grants-2010_04