4-Benzyl-1,3-oxazolidin-2-one → 2-(4-Benzyloxy-3,5-difluoro-phenyl)-cyclopropane carboxylic acid methyl ester

HRID 62905

반응식

HRID 62905 반응식
[CH2:1]([O:8][C:9]1[C:14]([F:15])=[CH:13][C:12]([CH:16]2[CH2:18][CH:17]2[C:19]([OH:21])=[O:20])=[CH:11][C:10]=1[F:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:23](C1COC(=O)N1)C1C=CC=CC=1>C1COCC1>[CH3:23][O:20][C:19]([CH:17]1[CH2:18][CH:16]1[C:12]1[CH:11]=[C:10]([F:22])[C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[C:14]([F:15])[CH:13]=1)=[O:21]

참가 물질

4

반응물 2

HCID 5596684-Benzyl-1,3-oxazolidin-2-oneHCID 90118240HCID 90118240, 화합물

생성물 1

HCID 901180272-(4-Benzyloxy-3,5-difluoro-phenyl)-cyclopropane carboxylic acid methyl ester수율 75%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Mixture (41 mg) of 2-(4-benzyloxy-3,5-difluoro-phenyl)-cyclopropane carboxylic acid obtained in Step A and 4-benzyloxazolidine-2-on was dissolved in THF (2 mL), and CH2N2 (0.25M in Et2O, 1 mL, 0.158 mmol) was added thereto. The mixture was reacted at room temperature for 1 hour, and then the reactant was concentrated under reduced pressure. The residue was purified by column chromatography (eluent, EtOAc/Hex=1/2) to obtain the title compound (22.7 mg, two-step yield 75%).

후처리

  1. customThe mixture was reacted at room temperature for 1 hour
  2. concentrationthe reactant was concentrated under reduced pressure
  3. customThe residue was purified by column chromatography (eluent, EtOAc/Hex=1/2)

출처 및 근거

ORD 기록
ord-b625de79e7ad4a22ad8e9540786ea09b
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447044B2

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