Sodium periodate → (1R,2S)-1-[2-(3',5'-difluorobiphenyl-4-yl)ethyl]-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2-formylbutyl formate

HRID 2410423노트

반응식

HRID 2410423 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C@@H:17]3[C@H:21]([CH2:22][CH2:23][N:24]4[C:32](=[O:33])[C:31]5[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=5)[C:25]4=[O:34])[C@H:20]([OH:35])[C@H:19]([OH:36])[O:18]3)=[CH:11][CH:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.I([O-])(=O)(=O)=O.[Na+]>CO>[CH:19]([O:18][C@H:17]([CH2:16][CH2:15][C:12]1[CH:11]=[CH:10][C:9]([C:4]2[CH:3]=[C:2]([F:1])[CH:7]=[C:6]([F:8])[CH:5]=2)=[CH:14][CH:13]=1)[C@@H:21]([CH:20]=[O:35])[CH2:22][CH2:23][N:24]1[C:25](=[O:34])[C:26]2[C:31](=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:32]1=[O:33])=[O:36]

참가 물질

4

반응물 2

HCID 23667635Sodium periodateHCID 671820202-(2-{(2R,3R,4S,5R)-2-[2-(3',5'-difluorobiphenyl-4-yl)ethyl]-4,5-dihydroxytetrahydrofuran-3-yl}ethyl)-1H-isoindole-1,3(2H)-dione

생성물 1

HCID 86640489(1R,2S)-1-[2-(3',5'-difluorobiphenyl-4-yl)ethyl]-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2-formylbutyl formate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of the compound obtained from step c above (0.15 g) in methanol (6 mL) at 0° C., a solution of sodium metaperiodate (0.15 g in 1 mL of water) was added. The reaction mixture was stirred for 2 hours at the same temperature. After stirring the reaction mixture for an additional 1 hour at room temperature, the reaction mixture was evaporated on a rotary evaporator. The residue was taken into water and extracted with ethyl acetate. The organic layer was washed with water and brine solution, and dried over anhydrous sodium sulphate. The solvent was evaporated under reduced pressure to obtain the title compound (0.12 g).

후처리

  1. stirringAfter stirring the reaction mixture for an additional 1 hour at room temperature
  2. customthe reaction mixture was evaporated on a rotary evaporator
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water and brine solution
  5. dry with materialdried over anhydrous sodium sulphate
  6. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-91267019fde748759dc9794384c12ac4
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08816073B2

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