Lithium Hydroxide → {2'-[(Benzyloxycarbonyl-ethyl-amino)-methyl]-4'-methanesulfonylamino-6-methoxy-biphenyl-3-yl)-acetic acid

HRID 2197334Notes

Reaction equation

HRID 2197334 reaction equation
C([O:3][C:4](=[O:39])[CH2:5][C:6]1[CH:7]=[C:8]([C:14]2[CH:19]=[CH:18][C:17]([NH:20][S:21]([CH3:24])(=[O:23])=[O:22])=[CH:16][C:15]=2[CH2:25][N:26]([C:29]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[O:30])[CH2:27][CH3:28])[C:9]([O:12][CH3:13])=[CH:10][CH:11]=1)C.[OH-].[Li+]>>[CH2:32]([O:31][C:29]([N:26]([CH2:25][C:15]1[CH:16]=[C:17]([NH:20][S:21]([CH3:24])(=[O:23])=[O:22])[CH:18]=[CH:19][C:14]=1[C:8]1[C:9]([O:12][CH3:13])=[CH:10][CH:11]=[C:6]([CH2:5][C:4]([OH:39])=[O:3])[CH:7]=1)[CH2:27][CH3:28])=[O:30])[C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 58149111HCID 58149111, compound

Product 1

HCID 44158601{2'-[(Benzyloxycarbonyl-ethyl-amino)-methyl]-4'-methanesulfonylamino-6-methoxy-biphenyl-3-yl)-acetic acid

Procedure

{4′-Amino-2′-[(benzyloxycarbonyl-ethyl-amino)-methyl]-6-methoxy-biphenyl-3-yl}-acetic acid ethyl ester (0.080 g, 0.2 mmol), methanesulfonyl chloride (0.04 mL, 0.3 mmol), and triethylamine were reacted in CH2Cl2 to give {2′-[(benzyloxycarbonyl-ethyl-amino)-methyl]-4′-methanesulfonylamino-6-methoxy-biphenyl-3-yl}-acetic acid ethyl ester. {2′-[(Benzyloxycarbonyl-ethyl-amino)-methyl]-4′-methanesulfonylamino-6-methoxy-biphenyl-3-yl}-acetic acid ethyl ester (0.2 mmol) was hydrolyzed with lithium hydroxide to give the title compound.

Sources & evidence

ORD record
ord-c5ca2796feaf4249aff1d73ebeaf2650
Source dataset
uspto-grants-2012_12
Patent number
US08338484B2

Reaction notes

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