3-(1-TERT-BUTOXYCARBONYLPIPERAZIN-4-YL)PROPIONIC ACID → tert-butyl 4-[3-[(Z)-[amino-[(2S)-1-(cyclohexylmethylsulfonyl)piperidin-2-yl]methylidene]amino]oxy-3-oxopropyl]piperazine-1-carboxylate

HRID 397695Notes

Reaction equation

HRID 397695 reaction equation
[CH:1]1([CH2:7][S:8]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][C@H:12]2/[C:17](=[N:19]/[OH:20])/[NH2:18])(=[O:10])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:21]([O:25][C:26]([N:28]1[CH2:33][CH2:32][N:31]([CH2:34][CH2:35][C:36](O)=[O:37])[CH2:30][CH2:29]1)=[O:27])([CH3:24])([CH3:23])[CH3:22]>>[NH2:18]/[C:17](=[N:19]\[O:20][C:36](=[O:37])[CH2:35][CH2:34][N:31]1[CH2:32][CH2:33][N:28]([C:26]([O:25][C:21]([CH3:23])([CH3:22])[CH3:24])=[O:27])[CH2:29][CH2:30]1)/[C@@H:12]1[CH2:13][CH2:14][CH2:15][CH2:16][N:11]1[S:8]([CH2:7][CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)(=[O:9])=[O:10]

Participants

3

Reactant 2

HCID 27356443-(1-TERT-BUTOXYCARBONYLPIPERAZIN-4-YL)PROPIONIC ACIDHCID 59085897(2S)-1-(cyclohexylmethylsulfonyl)-N'-hydroxypiperidine-2-carboximidamide

Product 1

HCID 59085906tert-butyl 4-[3-[(Z)-[amino-[(2S)-1-(cyclohexylmethylsulfonyl)piperidin-2-yl]methylidene]amino]oxy-3-oxopropyl]piperazine-1-carboxylate

Procedure

The title compound was prepared by a similar method to Preparation 5 from (Z)-(2S)-1-[cyclohexylmethylsulfonyl]-N′2-hydroxy-2-piperidinecarboximidamide [see Preparation 28] and 3-[4-(tert-butoxycarbonyl)piperazino]propanoic acid [see Preparation 90] to afford tert-butyl 4-(3-[((Z)-amino(2S)-1-[(cyclohexylmethyl)sulfonyl]-2-piperidylmethylidene)amino]oxy-3-oxopropyl)-1-piperazinecarboxylate as a brown oil.

Sources & evidence

ORD record
ord-fb5f74dc90f64219ad09c9b9ec2b5ca7
Source dataset
uspto-grants-2003_08
Patent number
US06610707B1

Reaction notes

Loading…