4-Formylphenylboronic Acid → HCID 86591268, compound

HRID 585007

Reaction equation

HRID 585007 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[CH2:5][N:6]([CH3:14])[C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10].[CH:18]([C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1)=[O:19]>>[CH:18]([C:20]1[CH:25]=[CH:24][C:23]([C:2]2[CH:17]=[CH:16][CH:15]=[C:4]([CH2:5][N:6]([CH3:14])[C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10])[CH:3]=2)=[CH:22][CH:21]=1)=[O:19]

Participants

3

Reactant 2

HCID 5910734-Formylphenylboronic AcidHCID 20738487tert-Butyl 3-bromobenzyl(methyl)carbamate

Product 1

HCID 86591268HCID 86591268, compound

Procedure

In a manner similar to that of Example 1(e), by reacting 38 g (127 mmol) of tert-butyl (3-bromo benzyl)-N-methylcarbamate obtained in Example 79(b) with 25.6 g (170 mmol) of 4-formylbenzene boronic acid, and after purification by chromatography on a column of silica eluted with a heptane/ethyl acetate mixture (9/1), 20 g (57%) of the expected product are obtained.

Workup

  1. customafter purification by chromatography on a column of silica
  2. washeluted with a heptane/ethyl acetate mixture (9/1), 20 g (57%) of the expected product
  3. customare obtained

Sources & evidence

ORD record
ord-a89609cff2d8439b9bd4f54bf526b5ef
Source dataset
uspto-grants-2005_08
Patent number
US06927228B2

Linked notes

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