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

HRID 1183329Notes

Reaction equation

HRID 1183329 reaction equation
[CH2:1]([C:8]1[CH:13]=[CH:12][C:11](/[CH:14]=[CH:15]/[CH2:16][CH:17]([C:19]2[C:20]([CH3:31])=[N:21][O:22][C:23]=2[C:24]2[CH:29]=[CH:28][C:27](Br)=[CH:26][CH:25]=2)[OH:18])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[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:41]=[CH:42][C:43]([C:27]3[CH:26]=[CH:25][C:24]([C:23]4[O:22][N:21]=[C:20]([CH3:31])[C:19]=4[CH:17]([OH:18])[CH2:16]/[CH:15]=[CH:14]/[C:11]4[CH:10]=[CH:9][C:8]([CH2:1][C:2]5[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=5)=[CH:13][CH:12]=4)=[CH:29][CH:28]=3)=[CH:44][CH:45]=2)[CH2:38][CH2:39]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 66581369(E)-4-(4-Benzyl-phenyl)-1-[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-but-3-en-1-ol

Product 1

HCID 66581235[1-(4'-{4-[(E)-4-(4-Benzyl-phenyl)-1-hydroxy-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)-4-(4-benzyl-phenyl)-1-[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-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-2e3cbaca40014296aff90b3e982d9059
Source dataset
uspto-grants-2014_03
Patent number
US08664220B2

Reaction notes

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