{1-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]cyclopropyl}-acetic acid ethyl ester → [1-(4'-{4-[(E)-1-Hydroxy-4-(4-phenoxy-phenyl)-but-3-enyl]-3-methyl-isoxazol-5-yl}-biphenyl-4-yl)-cyclopropyl]-acetic acid ethyl ester

HRID 1183332Notes

Reaction equation

HRID 1183332 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[C:10]([CH3:13])[C:9]=2[CH:14]([OH:31])[CH2:15]/[CH:16]=[CH:17]/[C:18]2[CH:23]=[CH:22][C:21]([O:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:20][CH:19]=2)=[CH:4][CH:3]=1.[CH2:32]([O:34][C:35](=[O:55])[CH2:36][C:37]1([C:40]2[CH:45]=[CH:44][C:43](B3OC(C)(C)C(C)(C)O3)=[CH:42][CH:41]=2)[CH2:39][CH2:38]1)[CH3:33]>>[CH2:32]([O:34][C:35](=[O:55])[CH2:36][C:37]1([C:40]2[CH:45]=[CH:44][C:43]([C:2]3[CH:3]=[CH:4][C:5]([C:8]4[O:12][N:11]=[C:10]([CH3:13])[C:9]=4[CH:14]([OH:31])[CH2:15]/[CH:16]=[CH:17]/[C:18]4[CH:19]=[CH:20][C:21]([O:24][C:25]5[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=5)=[CH:22][CH:23]=4)=[CH:6][CH:7]=3)=[CH:42][CH:41]=2)[CH2:39][CH2:38]1)[CH3:33]

Participants

3

Reactant 2

HCID 66578040{1-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]cyclopropyl}-acetic acid ethyl esterHCID 66581239(E)-1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-4-(4-phenoxy-phenyl)-but-3-en-1-ol

Product 1

HCID 66577643[1-(4'-{4-[(E)-1-Hydroxy-4-(4-phenoxy-phenyl)-but-3-enyl]-3-methyl-isoxazol-5-yl}-biphenyl-4-yl)-cyclopropyl]-acetic acid ethyl ester

Procedure

Prepared according to the procedure described in Example 28, Step 1, using (E)-1-[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-4-(4-phenoxy-phenyl)-but-3-en-1-ol and {1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-cyclopropyl}-acetic acid ethyl ester.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-f1fafff1019a481cb3a9fbbcc3b55185
Source dataset
uspto-grants-2014_03
Patent number
US08664220B2

Reaction notes

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