Pyridine → 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl isopropylcarbamate

HRID 870700ノート

反応式

HRID 870700 の反応式
[CH3:1][C:2]1([CH3:17])[C:6]([CH3:8])([CH3:7])[O:5][B:4]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][OH:16])=[CH:11][CH:10]=2)[O:3]1.N1C=CC=CC=1.ClC(OC1C=[CH:32][C:31]([N+:34]([O-])=O)=[CH:30]C=1)=O.C1C[O:40][CH2:39]C1>>[CH3:8][C:6]1([CH3:7])[C:2]([CH3:17])([CH3:1])[O:3][B:4]([C:9]2[CH:10]=[CH:11][C:12]([CH2:15][O:16][C:39](=[O:40])[NH:34][CH:31]([CH3:30])[CH3:32])=[CH:13][CH:14]=2)[O:5]1

参加物

5

反応物 4

HCID 1049PyridineHCID 8028Tetrahydrofuran2 回HCID 821294-Nitrophenyl chloroformateHCID 114020504-(Hydroxymethyl)benzeneboronic acid pinacol ester

生成物 1

HCID 866964024-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl isopropylcarbamate

実験手順

To a solution of [4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanol (2.34 g, 10 mmol) and pyridine (890 ul, 11 mmol) in THF (50 ml) at rt was added dropwise a solution of 4-nitrophenyl chloroformate (2.22 g, 11 mmol) in THF (10 ml). The reaction mixture was stirred at rt for overnight. The precipitate was removed by filtration. The filtrate was concentrated to give the desired compound (4.2 g, may contain some pyridine HCl salt).

後処理

  1. customThe precipitate was removed by filtration
  2. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-6023c19c56124c9f82c072db10e2be56
出典データセット
uspto-grants-2015_03
特許番号
US08969565B2

反応ノート

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