Ethyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate → HCID 67352163, compound

HRID 553748Notes

Reaction equation

HRID 553748 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C@H:8]([O:10][C:11](=[O:26])[NH:12][C:13]2[C:14]([CH3:25])=[N:15][O:16][C:17]=2[C:18]2[CH:23]=[CH:22][C:21](Br)=[CH:20][CH:19]=2)[CH3:9])[CH:5]=[CH:6][CH:7]=1.[CH2:27]([O:29][C:30](=[O:47])[CH2:31][C:32]1[CH:37]=[CH:36][C:35](B2OC(C)(C)C(C)(C)O2)=[CH:34][CH:33]=1)[CH3:28]>>[CH2:27]([O:29][C:30](=[O:47])[CH2:31][C:32]1[CH:37]=[CH:36][C:35]([C:21]2[CH:22]=[CH:23][C:18]([C:17]3[O:16][N:15]=[C:14]([CH3:25])[C:13]=3[NH:12][C:11]([O:10][C@@H:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([OH:1])[CH:3]=3)[CH3:9])=[O:26])=[CH:19][CH:20]=2)=[CH:34][CH:33]=1)[CH3:28]

Participants

3

Reactant 2

HCID 46737998Ethyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetateHCID 67349877HCID 67349877, compound

Product 1

HCID 67352163HCID 67352163, compound

Procedure

Following the procedure described in Example 36, Step 6, [5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-carbamic acid (R)-1-(3-hydroxy-phenyl)-ethyl ester and [4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid ethyl ester were reacted to provide (4′-{4-[(R)-1-(3-hydroxy-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-biphenyl-4-yl)-acetic acid ethyl ester, which was hydrolyzed to the acid as described in Example 34, Step 2.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-7c0f1280f89a4441933180f5652cb84c
Source dataset
uspto-grants-2011_11
Patent number
US08048902B2

Reaction notes

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