3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)furan-2-carbaldehyde → Tert-butyl 6-(benzenesulfonylmethyl)-3-(2-formylfuran-3-yl)-2-hydroxybenzoate

HRID 1778354Notes

Reaction equation

HRID 1778354 reaction equation
[C:1]1([S:7]([CH2:10][C:11]2[C:16]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[C:15]([OH:24])[C:14](Br)=[CH:13][CH:12]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:26]([C:28]1[O:29][CH:30]=[CH:31][C:32]=1B1OC(C)(C)C(C)(C)O1)=[O:27]>>[C:1]1([S:7]([CH2:10][C:11]2[C:16]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[C:15]([OH:24])[C:14]([C:32]3[CH:31]=[CH:30][O:29][C:28]=3[CH:26]=[O:27])=[CH:13][CH:12]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 164141993-(Tetramethyl-1,3,2-dioxaborolan-2-yl)furan-2-carbaldehydeHCID 66686379Tert-butyl 6-(benzenesulfonylmethyl)-3-bromo-2-hydroxybenzoate2×

Product 1

HCID 86684731Tert-butyl 6-(benzenesulfonylmethyl)-3-(2-formylfuran-3-yl)-2-hydroxybenzoate

Procedure

Prepared by proceeding in a similar manner to Intermediate 26, starting from tert-butyl 6-(benzenesulfonylmethyl)-3-bromo-2-hydroxybenzoate (Intermediate 38) and 2-formylfuran-3-boronic acid pinacol ester

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-062fbc3d9fae4497a7696f217932176d
Source dataset
uspto-grants-2016_02
Patent number
US09266896B2

Reaction notes

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