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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216280Generated: October 25, 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/216280

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 numberUS08193227B2
Source datasetuspto-grants-2012_06
ORD IDord-3e2bf8de5c0d4887bfae56ade6fdb079
Source noteuspto-grants-2012_06