{1-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]cyclopropyl}-acetic acid ethyl ester → [1-(4'-{4-[(5-Benzyl-[1,3,4]oxadiazol-2-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-3-methyl-isoxazol-5-yl}-biphenyl-4-yl)-cyclopropyl]-acetic acid ethyl ester

HRID 1183382Notes

Reaction equation

HRID 1183382 reaction equation
[CH2:1]([C:8]1[O:9][C:10]([CH:13]([C:22]2[C:23]([CH3:34])=[N:24][O:25][C:26]=2[C:27]2[CH:32]=[CH:31][C:30](Br)=[CH:29][CH:28]=2)[O:14][Si:15]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16])=[N:11][N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:35]([O:37][C:38](=[O:58])[CH2:39][C:40]1([C:43]2[CH:48]=[CH:47][C:46](B3OC(C)(C)C(C)(C)O3)=[CH:45][CH:44]=2)[CH2:42][CH2:41]1)[CH3:36]>>[CH2:35]([O:37][C:38](=[O:58])[CH2:39][C:40]1([C:43]2[CH:48]=[CH:47][C:46]([C:30]3[CH:31]=[CH:32][C:27]([C:26]4[O:25][N:24]=[C:23]([CH3:34])[C:22]=4[CH:13]([C:10]4[O:9][C:8]([CH2:1][C:2]5[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=5)=[N:12][N:11]=4)[O:14][Si:15]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16])=[CH:28][CH:29]=3)=[CH:45][CH:44]=2)[CH2:42][CH2:41]1)[CH3:36]

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 665798972-Benzyl-5-[[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-(tert-butyl-dimethyl-silanyloxy)-methyl]-[1,3,4]oxadiazole

Product 1

HCID 66580413[1-(4'-{4-[(5-Benzyl-[1,3,4]oxadiazol-2-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-3-methyl-isoxazol-5-yl}-biphenyl-4-yl)-cyclopropyl]-acetic acid ethyl ester

Procedure

Prepared according to the procedure described in Example 1, Step 10, using 2-benzyl-5-[[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-(tert-butyl-dimethyl-silanyloxy)-methyl]-[1,3,4]oxadiazole 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-e85fccd08f7b466e8ddb58e996e8b043
Source dataset
uspto-grants-2014_03
Patent number
US08664220B2

Reaction notes

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