4-Nitrobenzaldehyde → 1,1-Dimethylethyl (2R)-2-methyl-4-[(4-nitrophenyl)methyl]-1-piperazinecarboxylate

HRID 644696Notes

Reaction equation

HRID 644696 reaction equation
[N+](C1C=CC(C=O)=CC=1)([O-])=O.Cl.C[C@@H]1CNCCN1C(OC(C)(C)C)=O.[CH3:27][C@H:28]1[CH2:33][N:32]([CH2:34][C:35]2[CH:40]=[CH:39][C:38]([N+:41]([O-:43])=[O:42])=[CH:37][CH:36]=2)[CH2:31][CH2:30][N:29]1[C:44]([O:46][C:47]([CH3:50])([CH3:49])[CH3:48])=[O:45]>>[CH3:27][C@@H:28]1[CH2:33][N:32]([CH2:34][C:35]2[CH:36]=[CH:37][C:38]([N+:41]([O-:43])=[O:42])=[CH:39][CH:40]=2)[CH2:31][CH2:30][N:29]1[C:44]([O:46][C:47]([CH3:48])([CH3:50])[CH3:49])=[O:45]

Participants

4

Reactant 3

HCID 5414-NitrobenzaldehydeHCID 45072184(R)-tert-butyl 2-methylpiperazine-1-carboxylate hydrochlorideHCID 592622041,1-Dimethylethyl (2S)-2-methyl-4-[(4-nitrophenyl)methyl]-1-piperazinecarboxylate

Product 1

HCID 592621571,1-Dimethylethyl (2R)-2-methyl-4-[(4-nitrophenyl)methyl]-1-piperazinecarboxylate

Procedure

The title compound was prepared from 4-nitrobenzaldehyde and 1,1-dimethylethyl (2R)-2-methyl-1-piperazinecarboxylate hydrochloride using a method similar to that described for D1 in Description 1. MS (ES+): 280.2, 236.3, no molecular ion (MH+) observed

Sources & evidence

ORD record
ord-fdec3d1203b742de8dff1db72887c06c
Source dataset
uspto-grants-2010_04
Patent number
US07700599B2

Reaction notes

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