2-tert-Butyl-5-hydroxy-2,3-dihydro-benzofuran-2-carboxylic acid methyl ester → (2R)-2-tert-Butyl-5-{3-[2-chloro-4-(2,2,2-trifluoro-ethyl)-phenoxy]-propoxy}-2,3-dihydro-benzofuran-2-carboxylic acid

HRID 2113170Notes

Reaction equation

HRID 2113170 reaction equation
C[O:2][C:3]([C:5]1([C:15]([CH3:18])([CH3:17])[CH3:16])[CH2:9][C:8]2[CH:10]=[C:11]([OH:14])[CH:12]=[CH:13][C:7]=2[O:6]1)=[O:4].[Cl:19][C:20]1[CH:25]=[C:24]([CH2:26][C:27]([F:30])([F:29])[F:28])[CH:23]=[CH:22][C:21]=1[O:31][CH2:32][CH2:33][CH2:34]I>>[C:15]([C@@:5]1([C:3]([OH:2])=[O:4])[CH2:9][C:8]2[CH:10]=[C:11]([O:14][CH2:34][CH2:33][CH2:32][O:31][C:21]3[CH:22]=[CH:23][C:24]([CH2:26][C:27]([F:28])([F:29])[F:30])=[CH:25][C:20]=3[Cl:19])[CH:12]=[CH:13][C:7]=2[O:6]1)([CH3:18])([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 114593632-tert-Butyl-5-hydroxy-2,3-dihydro-benzofuran-2-carboxylic acid methyl esterHCID 69050445Benzene, 2-chloro-1-(3-iodopropoxy)-4-(2,2,2-trifluoroethyl)-

Product 1

HCID 57643419(2R)-2-tert-Butyl-5-{3-[2-chloro-4-(2,2,2-trifluoro-ethyl)-phenoxy]-propoxy}-2,3-dihydro-benzofuran-2-carboxylic acid

Procedure

The title compound was prepared following the general procedure described in Example 1, Step 4, employing the chiral phenol prepared in step 1 and the iodide prepared in Example 14, Step 2.

Sources & evidence

ORD record
ord-4e22ef240be448e5a72ab665249a9b1f
Source dataset
uspto-grants-2009_04
Patent number
US07524882B2

Reaction notes

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