Di-tert-butyl dicarbonate → HCID 58995067, compound

HRID 1054277Notes

Reaction equation

HRID 1054277 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2([CH2:16][NH2:17])[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[O:18](C(OC(C)(C)C)=O)[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=O>C1COCC1.CCOC(C)=O>[C:22]([O:21][C:19](=[O:18])[NH:17][CH2:16][C:10]1([C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1)([CH3:25])([CH3:24])[CH3:23]

Participants

5

Reactant 2

HCID 90495Di-tert-butyl dicarbonateHCID 16641709HCID 16641709, compound

Product 1

HCID 58995067HCID 58995067, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of C-[4-(4-nitro-phenyl)-tetrahydro-pyran-4-yl]-methylamine (as prepared in the previous step) in THF is treated with BOC2O at RT. The mixture is diluted with EtOAc and washed with water. The organic layer is dried (MgSO4) and concentrated in vacuo. The residue is purified by silica gel chromatography with the appropriate solvent to afford the title compound.

Workup

  1. washwashed with water
  2. dry with materialThe organic layer is dried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. customThe residue is purified by silica gel chromatography with the appropriate solvent

Sources & evidence

ORD record
ord-eea76ee36f27457ba96ad5b31ccba57e
Source dataset
uspto-grants-2016_07
Patent number
US09394289B2

Reaction notes

Loading…