p-Toluenesulfonic acid → 2-(2,2-Dimethyl-4-oxo-1,3-dioxolan-5-yl)hexanoic acid

HRID 1431936노트

반응식

HRID 1431936 반응식
[CH2:1]([C@@H:5]([C:11]([OH:13])=[O:12])[C@H:6]([OH:10])[C:7]([OH:9])=[O:8])[CH2:2][CH2:3][CH3:4].[CH3:14][C:15]1C=CC(S(O)(=O)=O)=C[CH:20]=1>COC(OC)(C)C.C(Cl)Cl>[CH3:14][C:15]1([CH3:20])[O:8][C:7](=[O:9])[CH:6]([CH:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:11]([OH:13])=[O:12])[O:10]1

참가 물질

5

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 60111363(2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid

생성물 1

HCID 222565262-(2,2-Dimethyl-4-oxo-1,3-dioxolan-5-yl)hexanoic acid

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 64952,2-Dimethoxypropane용매

실험 절차

To a solution of (2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid B-4 (300 mg, 1.58 mmol) in 2,2-dimethoxypropane (10 mL) is added p-TSA (20 mg) and the reaction is stirred at rt for 16 hours. The solution is diluted with DCM and washed with brine, dried (Na2SO4) and then purified by silica gel chromatography to afford 1.2 mmol 2-(2,2-dimethyl-4-oxo-1,3-dioxolan-5-yl)hexanoic acid B-5.

후처리

  1. washwashed with brine
  2. dry with materialdried (Na2SO4)
  3. custompurified by silica gel chromatography

출처 및 근거

ORD 기록
ord-aac7c92818d24f2fadbda2a899388737
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612059B2

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