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

HRID 10420

반응식

HRID 10420 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2ee3358ec00f4d3a99109190e3ee13ea
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07094800B2

연결된 노트

불러오는 중…