Sodium periodate → HCID 59627525、化合物

HRID 923367ノート

反応式

HRID 923367 の反応式
[C:1]([O:5][C:6](=[O:26])[NH:7][C@H:8]1[CH2:13][C:12]([OH:16])(CO)[CH2:11][O:10][C@@H:9]1[C:17]1[CH:22]=[C:21]([F:23])[C:20]([F:24])=[CH:19][C:18]=1[F:25])([CH3:4])([CH3:3])[CH3:2].I([O-])(=O)(=O)=O.[Na+]>O1CCCC1.O>[C:1]([O:5][C:6](=[O:26])[NH:7][C@H:8]1[CH2:13][C:12](=[O:16])[CH2:11][O:10][C@@H:9]1[C:17]1[CH:22]=[C:21]([F:23])[C:20]([F:24])=[CH:19][C:18]=1[F:25])([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 2

HCID 23667635Sodium periodateHCID 86615516HCID 86615516、化合物

生成物 1

HCID 59627525HCID 59627525、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of tert-butyl[(2R,3S)-5-hydroxy-5-(hydroxymethyl)-2-(2,4,5-trifluorophenyl)tetrahydro-2H-pyran-3-yl]carbamate (223 mg, 0.59 mmol) in tetrahydrofuran (4 mL) was added a solution of sodium periodate (143 mg, 0.67 mmol) in water (1.3 mL) and the mixture stirred for 3 hours. The mixture was concentrated and purified by flash chromatography (silica, gradient 5-20% ethyl acetate in chloroform) to yield tert-butyl[(2R,3S)-5-oxo-2-(2,4,5-trifluorophenyl)tetrahydro-2H-pyran-3-yl]carbamate as white solid.

後処理

  1. concentrationThe mixture was concentrated
  2. custompurified by flash chromatography (silica, gradient 5-20% ethyl acetate in chloroform)

出典と根拠

ORDレコード
ord-eb91ff9d880541f480910e5b856025b6
出典データセット
uspto-grants-2016_03
特許番号
US09278976B2

反応ノート

読み込み中…