Potassium Bicarbonate → Di-tert-butyl (2s,5s)-5-hydroxyethylpyrrolidine-1,2-dicarboxylate

HRID 10420

反応式

HRID 10420 の反応式
C([O:3][C:4]([CH2:6][C@H:7]1[N:11]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[C@H:10]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:9][CH2:8]1)=O)C.[BH4-].[Li+].C(=O)(O)[O-].[K+]>C(OCC)C>[OH:3][CH2:4][CH2:6][C@H:7]1[N:11]([C:12]([O:14][C:15]([CH3:18])([CH3:16])[CH3:17])=[O:13])[C@H:10]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:9][CH2:8]1

参加物

5

反応物 3

HCID 516893Potassium BicarbonateHCID 4148881Lithium borohydrideHCID 91432523di-tert-butyl (2S,5S)-5-ethoxycarbonylmethylpyrrolidine-1,2-dicarboxylate

生成物 1

HCID 91484630Di-tert-butyl (2s,5s)-5-hydroxyethylpyrrolidine-1,2-dicarboxylate

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

43 g of the product from 1d were dissolved in 300 ml of diethyl ether. A solution of 3.1 g of lithium borohydride in 300 ml of diethyl ether was added dropwise thereto. The mixture was stirred for 6 h and the reaction was stopped by cautious addition of 300 ml of a saturated potassium bicarbonate solution. The phases were separated and the organic phase was washed with 250 ml of a saturated sodium chloride solution. The organic phase was dried with sodium sulfate, and the solvent was removed in vacuo. The residue was chromatographed on silica gel.

後処理

  1. customThe phases were separated
  2. washthe organic phase was washed with 250 ml of a saturated sodium chloride solution
  3. dry with materialThe organic phase was dried with sodium sulfate
  4. customthe solvent was removed in vacuo
  5. customThe residue was chromatographed on silica gel

出典と根拠

ORDレコード
ord-2ee3358ec00f4d3a99109190e3ee13ea
出典データセット
uspto-grants-2006_08
特許番号
US07094800B2

関連ノート

読み込み中…