2-Ethyl-5-hydroxy-2,3-dihydro-benzofuran-2-carboxylic acid methyl ester → (S)-5-{3-[2-Chloro-4-(2,2,2-trifluoro-ethyl)-phenoxy]-propoxy}-2-ethyl-2,3-dihydro-benzofuran-2-carboxylic acid

HRID 2113163Notes

Reaction equation

HRID 2113163 reaction equation
C[O:2][C:3]([C:5]1([CH2:15][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:17][C:18]1[CH:23]=[C:22]([CH2:24][C:25]([F:28])([F:27])[F:26])[CH:21]=[CH:20][C:19]=1[O:29][CH2:30][CH2:31][CH2:32]I>>[Cl:17][C:18]1[CH:23]=[C:22]([CH2:24][C:25]([F:26])([F:28])[F:27])[CH:21]=[CH:20][C:19]=1[O:29][CH2:30][CH2:31][CH2:32][O:14][C:11]1[CH:12]=[CH:13][C:7]2[O:6][C@:5]([CH2:15][CH3:16])([C:3]([OH:2])=[O:4])[CH2:9][C:8]=2[CH:10]=1

Participants

3

Reactant 2

HCID 111603732-Ethyl-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 9981617(S)-5-{3-[2-Chloro-4-(2,2,2-trifluoro-ethyl)-phenoxy]-propoxy}-2-ethyl-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 Example 10, Step 2 and the iodide prepared in Step 2.

Sources & evidence

ORD record
ord-3e378bcca6be45099ebe6b58d1876c59
Source dataset
uspto-grants-2009_04
Patent number
US07524882B2

Reaction notes

Loading…