Sodium borohydride → HCID 89852311、化合物

HRID 627125ノート

反応式

HRID 627125 の反応式
O.O.O.O.O.O.O.[Cl-].[Ce+3].[Cl-].[Cl-].[Si:12]([O:19][CH2:20][C@@H:21]1[C:26]([CH3:27])=[CH:25][C:24](=[O:28])[CH2:23][N:22]1[C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13].[BH4-].[Na+]>CO>[Si:12]([O:19][CH2:20][C@@H:21]1[C:26]([CH3:27])=[CH:25][C@H:24]([OH:28])[CH2:23][N:22]1[C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])([C:15]([CH3:18])([CH3:16])[CH3:17])([CH3:14])[CH3:13]

参加物

5

反応物 3

HCID 4311764Sodium borohydrideHCID 21585214Cerium trichloride heptahydrateHCID 89852188(S)-tert-butyl 2-((tert-butyldimethylsilyloxy)methyl)-3-methyl-5-oxo-5,6-dihydropyridine-1 (2H)-carboxylate2 回

生成物 1

HCID 89852311HCID 89852311、化合物収率 90%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a stirred solution of cerium(III) chloride heptahydrate (6.36 g, 17.07 mmol) and (S)-tert-butyl 2-((tert-butyldimethylsilyloxy)methyl)-3-methyl-5-oxo-5,6-dihydropyridine-1(2H)-carboxylate (Intermediate 78, 6.07 g, 17.07 mmol) in MeOH (100 mL) at 0° C., sodium tetrahydroborate (0.646 g, 17.07 mmol) was added as a solid. The mixture was stirred at ambient temp for 1 h. The mixture was concentrated and diluted with NH4Cl(aq), H2O and extracted with ether. The ether layer was separated and washed with brine, dried over Na2SO4, filtered and concentrated to give the desired product (5.48 g, 90%) as a yellow oil.

後処理

  1. concentrationThe mixture was concentrated
  2. additiondiluted with NH4Cl(aq), H2O
  3. extractionextracted with ether
  4. customThe ether layer was separated
  5. washwashed with brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-7e7b1b9bca3f4ad8b6d41aae16ec6d08
出典データセット
uspto-grants-2016_04
特許番号
US09309245B2

反応ノート

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