Sodium Acetate → (4R-cis)-6-[(Acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetic acid, 1,1-dimethylethyl ester

HRID 1071154노트

반응식

HRID 1071154 반응식
Cl[CH2:2][C@H:3]1[O:8][C:7]([CH3:10])([CH3:9])[O:6][C@@H:5]([CH2:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:4]1.[C:19]([O-:22])(=[O:21])[CH3:20].[Na+]>CN(C)C=O.[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC.O>[CH3:9][C:7]1([CH3:10])[O:6][C@@H:5]([CH2:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:4][C@@H:3]([CH2:2][O:22][C:19]([CH3:20])=[O:21])[O:8]1

참가 물질

6

반응물 2

HCID 517045Sodium AcetateHCID 9835373tert-butyl 2-[(4R,6S)-6-(chloromethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate

생성물 1

HCID 9839384(4R-cis)-6-[(Acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetic acid, 1,1-dimethylethyl ester

시약·촉매·용매 3

HCID 70681Tetrabutylammonium Chloride촉매HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

In 10 mL of N,N-dimethylformamide were suspended 1.00 g (3.60 mmol) of tert-butyl 2-[(4R,6S)-6-(chloromethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate [synthesized by the process described in Example 6], 0.5 g (1.80 mmol) of tetra-n-butylammonium chloride and 0.89 g (10.8 mmol) of sodium acetate, and the suspension was stirred at 100° C. for 20 hours. After cooling to room temperature, the reaction mixture was diluted with 20 mL of water and extracted 3 times with n-hexane.

후처리

  1. customsynthesized by the process
  2. temperatureAfter cooling to room temperature
  3. extractionextracted 3 times with n-hexane

출처 및 근거

ORD 기록
ord-d75c4464eaf947a396ac87e9327f814c
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06903225B2

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