Metaperiodic acid → 3-Hydroxy-6-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-isochroman-1-one

HRID 69499

반응식

HRID 69499 반응식
I(O)(=O)(=O)=[O:2].[OH:6][CH:7]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:16][CH2:17][C@H:18]3[CH2:22][CH2:21][CH2:20][O:19]3)[CH:13]=2)[C:8]1=[O:23]>O.O.C1COCC1>[OH:2][CH:7]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:16][CH2:17][C@H:18]3[CH2:22][CH2:21][CH2:20][O:19]3)[CH:13]=2)[C:8](=[O:23])[O:6]1

참가 물질

5

반응물 2

HCID 65185Metaperiodic acidHCID 689880982-hydroxy-5-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-indan-1-one

생성물 1

HCID 689918573-Hydroxy-6-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-isochroman-1-one

시약·촉매·용매 2

HCID 962Water용매2회HCID 21881883Oxolane--water (1/1)용매

반응 조건

온도
0 °C

실험 절차

A solution of periodic acid in water (0.5 M; 5.2 mL) was added at 0° C. to a solution of 2-hydroxy-5-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-indan-1-one (581 mg) in water/THF 1:1 (12 mL) and the solution was stirred at 0° C. for 1 h. After adding water it was extracted with ether, dried over magnesium sulfate and concentrated. The residue was purified by preparative HPLC. In this way the product was obtained with molecular weight 264.28 (C14H16O5); MS (ESI): 265 (M+H+).

후처리

  1. extractionwas extracted with ether
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe residue was purified by preparative HPLC
  5. customIn this way the product was obtained with molecular weight 264.28 (C14H16O5)

출처 및 근거

ORD 기록
ord-b450f26fa40345c3a2ee6e4962b671cd
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822495B2

연결된 노트

불러오는 중…