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 2410423ノート

反応式

HRID 2410423 の反応式
[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]

参加物

4

反応物 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

生成物 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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-91267019fde748759dc9794384c12ac4
出典データセット
uspto-grants-2014_08
特許番号
US08816073B2

反応ノート

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