Lithium hydroxide, monohydrate → (R)-3'-[[2-[[2-(3-Chlorophenyl)-2-hydroxyethyl]amino]ethyl]amino]-[1,1'-biphenyl]-3,4-dicarboxylic acid

HRID 1069104Notes

Reaction equation

HRID 1069104 reaction equation
Cl.Cl.C[O:4][C:5]([C:7]1[CH:8]=[C:9]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([NH:23][CH2:24][CH2:25][NH:26][CH2:27][C@@H:28]([C:30]3[CH:35]=[CH:34][CH:33]=[C:32]([Cl:36])[CH:31]=3)[OH:29])[CH:18]=2)[CH:10]=[CH:11][C:12]=1[C:13]([O:15]C)=[O:14])=[O:6].O.[OH-].[Li+]>>[Cl:36][C:32]1[CH:31]=[C:30]([C@@H:28]([OH:29])[CH2:27][NH:26][CH2:25][CH2:24][NH:23][C:19]2[CH:18]=[C:17]([C:9]3[CH:10]=[CH:11][C:12]([C:13]([OH:15])=[O:14])=[C:7]([C:5]([OH:6])=[O:4])[CH:8]=3)[CH:22]=[CH:21][CH:20]=2)[CH:35]=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 69780650(R)-3'-[[2-[[2-(3-Chlorophenyl)-2-hydroxyethyl]amino]ethyl]amino]-[1,1'-biphenyl]-3,4-dicarboxylic acid dimethyl ester dihydrochloride

Product 1

HCID 9955618(R)-3'-[[2-[[2-(3-Chlorophenyl)-2-hydroxyethyl]amino]ethyl]amino]-[1,1'-biphenyl]-3,4-dicarboxylic acid

Procedure

n.m.r. (CD3OD) δ values include 2.97-3.00 (m,1 H), 3.43-3.45 (m, 2 H), 4.97 (dd, 1 H), 6.69 (d, 1 H), 6.97-6.99 (m, 2 H), 7.20-7.31 (m, 4 H), 7.42 (s, 1 H), 7.73 (d, 1 H), 8.19 (d, 1 H), 8.37 (s, 1 H); from (R)-3′-[[2-[[2-(3-chlorophenyl)-2-hydroxyethyl]amino]ethyl]amino]-[1,1′-biphenyl]-3,4-dicarboxylic acid dimethyl ester dihydrochloride (500 mg), and lithium hydroxide monohydrate (303 mg).

Sources & evidence

ORD record
ord-8f3698c01efb4b8f8e8a21888a818169
Source dataset
uspto-grants-2001_06
Patent number
US06251925B1

Reaction notes

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