Sodium Hydroxide → 2-{[4-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-isobenzofuran-5-yl)-2-methyl-but-2-enyl]-phenoxy-phosphinoyloxy}-propionic Acid

HRID 33021노트

반응식

HRID 33021 반응식
C([O:3][C:4](=[O:36])[CH:5]([O:7][P:8]([CH2:17][C:18]([CH3:35])=[CH:19][CH2:20][C:21]1[C:22]([OH:34])=[C:23]2[C:27](=[C:28]([CH3:32])[C:29]=1[O:30][CH3:31])[CH2:26][O:25][C:24]2=[O:33])([O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:9])[CH3:6])C.[OH-].[Na+]>C1COCC1>[OH:34][C:22]1[C:21]([CH2:20][CH:19]=[C:18]([CH3:35])[CH2:17][P:8]([O:10][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)([O:7][CH:5]([CH3:6])[C:4]([OH:36])=[O:3])=[O:9])=[C:29]([O:30][CH3:31])[C:28]([CH3:32])=[C:27]2[C:23]=1[C:24](=[O:33])[O:25][CH2:26]2

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 765462032-{[4-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-isobenzofuran-5-yl)-2-methyl-but-2-enyl]-phenoxy-phosphinoyloxy}-propionic Acid Ethyl Ester

생성물 1

HCID 725636142-{[4-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-isobenzofuran-5-yl)-2-methyl-but-2-enyl]-phenoxy-phosphinoyloxy}-propionic Acid수율 77%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-{[4-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-isobenzofuran-5-yl)-2-methyl-but-2-enyl]-phenoxy-phosphinoyloxy}-propionic acid ethyl ester (10 mg, 0.019 mmol) in THF (3 mL) was added 1N NaOH (232 μL), and the mixture was stirred at room temperature for 1 hour. The reaction mixture was dried under reduced pressure and the residue was purified by RP-HPLC to provide 6 mg (77%) of the desired product as a clear oil. 1H NMR (300 MHz, CD3OD) δ 1.41 (d, J=7 Hz, 3H), 1.97 (s, 3H), 2.16 (s, 3H), 2.59 (d, J=22 Hz, 2H), 3.45 (m, 2H), 3.79 (s, 3H), 4.83 (m, 1H), 5.26 (s, 2H), 5.43 (t, J=7.2 Hz, 1H) ppm; 31P (121.4 MHz, CD3OD) δ 27.02 ppm; MS (m/z) 413 [M−H]−, 415 [M+H]+.

후처리

  1. customThe reaction mixture was dried under reduced pressure
  2. customthe residue was purified by RP-HPLC

출처 및 근거

ORD 기록
ord-00a3a8289214477ea80a8fb5f47417db
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07427636B2

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