HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bis(4-nitrophenyl) carbonate → tert-butyl(2S,3S)-3-methyl-2-{3-[(6-methyl-2-pyridinyl)methyl]-2-oxo-1-imidazolidinyl}pentanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bis(4-nitrophenyl) carbonate | HCID 78756 | — |
| Reactant | tert-butyl(2S,3S)-3-methyl-2-[(2-{[(6-methyl-2-pyridinyl)methyl]amino}ethyl)amino]pentanoate | HCID 86598719 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | tert-butyl(2S,3S)-3-methyl-2-{3-[(6-methyl-2-pyridinyl)methyl]-2-oxo-1-imidazolidinyl}pentanoate | HCID 86598718 | 57% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193227B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-3e2bf8de5c0d4887bfae56ade6fdb079 |
| Source note | uspto-grants-2012_06 |