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

HRID 870700노트

반응식

HRID 870700 반응식
[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

참가 물질

5

반응물 4

HCID 1049PyridineHCID 8028Tetrahydrofuran2회HCID 821294-Nitrophenyl chloroformateHCID 114020504-(Hydroxymethyl)benzeneboronic acid pinacol ester

생성물 1

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

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-6023c19c56124c9f82c072db10e2be56
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969565B2

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