(2H-1,3-benzodioxol-5-yl)boronic acid → 4-(4-Benzo[1,3]dioxol-5-yl-phenoxymethyl)-5-methyl-furan-2-carboxylic acid

HRID 490366Notes

Reaction equation

HRID 490366 reaction equation
C[O:2][C:3]([C:5]1[O:6][C:7]([CH3:19])=[C:8]([CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15](I)=[CH:14][CH:13]=2)[CH:9]=1)=[O:4].[CH2:20]1[O:28][C:27]2[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][C:22]=2[O:21]1>>[O:21]1[C:22]2[CH:23]=[CH:24][C:25]([C:15]3[CH:16]=[CH:17][C:12]([O:11][CH2:10][C:8]4[CH:9]=[C:5]([C:3]([OH:2])=[O:4])[O:6][C:7]=4[CH3:19])=[CH:13][CH:14]=3)=[CH:26][C:27]=2[O:28][CH2:20]1

Participants

3

Reactant 2

HCID 2734371(2H-1,3-benzodioxol-5-yl)boronic acidHCID 588241574-(4-Iodo-phenoxymethyl)-5-methyl-furan-2-carboxylic acid methyl ester

Product 1

HCID 184445584-(4-Benzo[1,3]dioxol-5-yl-phenoxymethyl)-5-methyl-furan-2-carboxylic acid

Procedure

Compound (28) was prepared from compound (20) and (3,4-methylenedioxyphenyl)-boronic acid by adapting the procedure of Example 24A. LC/MS System B; Rt=1.76 mins, m/z (ES−)=351 (M−H for C20H16O6)

Sources & evidence

ORD record
ord-69f237c5fa7142f1a50b72fa1c318186
Source dataset
uspto-grants-2009_05
Patent number
US07528157B2

Reaction notes

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