methyl (S)-lactate → (2R)-2-({6-chloro-3-[4-(4-chlorophenoxy)-2-propylphenyl]-1,2-benzisoxazol-5-yl}oxy)propanoic acid

HRID 1172830Notes

Reaction equation

HRID 1172830 reaction equation
[Cl:1][C:2]1[C:27]([OH:28])=[CH:26][C:5]2[C:6]([C:9]3[CH:14]=[CH:13][C:12]([O:15][C:16]4[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=4)=[CH:11][C:10]=3[CH2:23][CH2:24][CH3:25])=[N:7][O:8][C:4]=2[CH:3]=1.[C:29]([O:34]C)(=[O:33])[C@H:30]([CH3:32])O>>[Cl:1][C:2]1[C:27]([O:28][C@H:30]([CH3:32])[C:29]([OH:34])=[O:33])=[CH:26][C:5]2[C:6]([C:9]3[CH:14]=[CH:13][C:12]([O:15][C:16]4[CH:17]=[CH:18][C:19]([Cl:22])=[CH:20][CH:21]=4)=[CH:11][C:10]=3[CH2:23][CH2:24][CH3:25])=[N:7][O:8][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 94386methyl (S)-lactateHCID 686911006-Chloro-3-[4-(4-chlorophenoxy)-2-propylphenyl]-1,2-benzisoxazol-5-ol

Product 1

HCID 25121897(2R)-2-({6-chloro-3-[4-(4-chlorophenoxy)-2-propylphenyl]-1,2-benzisoxazol-5-yl}oxy)propanoic acid

Procedure

The phenol from Step 6 (0.38 g, 1.0 mmol) and methyl (S)-lactate (0.16 g, 1.5 mmol) was reacted according the general procedure described in Step 11 of Example 1 to give the title compound as a white solid.

Sources & evidence

ORD record
ord-a278314071d74c468c384612fe620e79
Source dataset
uspto-grants-2010_11
Patent number
US07834036B2

Reaction notes

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