2-((1-((Benzyloxy)carbonyl)piperidin-4-YL)oxy)acetic acid → tert-butyl (2S)-2-[(Z)-N'-[2-(1-phenylmethoxycarbonylpiperidin-4-yl)oxyacetyl]oxycarbamimidoyl]piperidine-1-carboxylate

HRID 397696Notes

Reaction equation

HRID 397696 reaction equation
[NH2:1]/[C:2](=[N:16]\[OH:17])/[C@@H:3]1[CH2:8][CH2:7][CH2:6][CH2:5][N:4]1[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10].[CH2:18]([O:25][C:26]([N:28]1[CH2:33][CH2:32][CH:31]([O:34][CH2:35][C:36](O)=[O:37])[CH2:30][CH2:29]1)=[O:27])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[NH2:1]/[C:2](=[N:16]\[O:17][C:36](=[O:37])[CH2:35][O:34][CH:31]1[CH2:32][CH2:33][N:28]([C:26]([O:25][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:27])[CH2:29][CH2:30]1)/[C@@H:3]1[CH2:8][CH2:7][CH2:6][CH2:5][N:4]1[C:9]([O:11][C:12]([CH3:14])([CH3:13])[CH3:15])=[O:10]

Participants

3

Reactant 2

HCID 189194942-((1-((Benzyloxy)carbonyl)piperidin-4-YL)oxy)acetic acidHCID 59085902HCID 59085902, compound

Product 1

HCID 59085890tert-butyl (2S)-2-[(Z)-N'-[2-(1-phenylmethoxycarbonylpiperidin-4-yl)oxyacetyl]oxycarbamimidoyl]piperidine-1-carboxylate

Procedure

The title compound was prepared by a similar method to Preparation 5 from tert-butyl (Z)-(2S)-2-[amino(hydroxyimino)methyl]-1-piperidinecarboxylate [see Preparation 4] and 2-(1-[(benzyloxy)carbonyl]-4-piperidyloxy)acetic acid [see Preparation 92] to afford tert-butyl (Z)(2S)-2-[amino([2-(1-[(benzyloxy)carbonyl]-4 piperidyloxy)acetyl]oxyimino)methyl]-1-piperidinecarboxylate as a brown oil.

Sources & evidence

ORD record
ord-f4ecf7812d40482899b6510444fb4c18
Source dataset
uspto-grants-2003_08
Patent number
US06610707B1

Reaction notes

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