(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamide → HCID 69654930, compound

HRID 1061333Notes

Reaction equation

HRID 1061333 reaction equation
[OH:1][CH2:2][C@@H:3]([NH:8][C:9](=[O:23])[C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:21][CH2:20][C:19](=O)[CH2:18][CH2:17]2)=[CH:12][CH:11]=1)[CH2:4][CH:5]([CH3:7])[CH3:6].[NH2:24][CH2:25][C@@H:26]([C:28]1[CH:29]=[CH:30][C:31]([OH:39])=[C:32]([NH:34][S:35]([CH3:38])(=[O:37])=[O:36])[CH:33]=1)[OH:27]>>[OH:27][C@H:26]([C:28]1[CH:29]=[CH:30][C:31]([OH:39])=[C:32]([NH:34][S:35]([CH3:38])(=[O:37])=[O:36])[CH:33]=1)[CH2:25][NH:24][CH:19]1[CH2:20][CH2:21][N:16]([C:13]2[CH:14]=[CH:15][C:10]([C:9]([NH:8][C@H:3]([CH2:2][OH:1])[CH2:4][CH:5]([CH3:7])[CH3:6])=[O:23])=[CH:11][CH:12]=2)[CH2:17][CH2:18]1

Participants

3

Reactant 2

HCID 12047933(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamideHCID 69655018HCID 69655018, compound

Product 1

HCID 69654930HCID 69654930, compound

Procedure

The title compound was prepared from N-[(1S)-1-(hydroxymethyl)-3-methylbutyl]-4-(4-oxo-1-piperidineyl)benzamide (which was obtained in Example 173) (0.13 g, 0.4 mmol) and N-[5-((1R)-2-amino-1-hydroxy-ethyl)-2-hydroxy-phenyl]-methanesulfonamide (0.12 g, 0.48 mmol) (which was obtained in Example 10) according to the prodedure shown for Example 180 to give 0.16 g of an off-white solid; m.p. 120-122° C.; MS (ES) m/z: 549.3 (MH+); HRMS (ES) Calcd. for C27H41N4O6S(MH+): 549.2741, Found: 549.2735.

Sources & evidence

ORD record
ord-9115bb388bb5483b82c8e59d2c3535df
Source dataset
uspto-grants-2003_02
Patent number
US06525202B2

Reaction notes

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