ChemicalBook CAS DataBase List (3R)-3-(tert-Butyldimethylsilyl)oxypentanedioate-1-methyl monoester

(3R)-3-(tert-Butyldimethylsilyl)oxypentanedioate-1-methyl monoester synthesis

10synthesis methods

Product Name:(3R)-3-(tert-Butyldimethylsilyl)oxypentanedioate-1-methyl monoester
CAS Number:109744-49-2
Molecular formula:C12H24O5Si
Molecular Weight:276.4

Pentanoic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-oxo-, methyl ester, (3R)-

121980-45-8
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(3R)-3-(tert-Butyldimethylsilyl)oxypentanedioate-1-methyl monoester

109744-49-2
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$189.00/250mg

Yield: 84%

Reaction Conditions:

with hydrogenchloride;potassium permanganate in dichloromethane;water at 60;

Steps:

2.4 The fourth step, the synthesis of compound Vb
To the reaction flask was added 15.6 g, 0.06 mol of compound VIIIb, 100 ml of dichloromethane, 50 ml of 0.01Mol/L hydrochloric acid, add 18.9g, 0.12mol potassium permanganate, 60 °C reaction, TLC monitoring raw material reaction is complete,After filtration, the filter cake was washed with 100 ml of methylene chloride. The solutions were combined and the layers were separated. The organic layer was concentrated under reduced pressure and purified by column chromatography with ethyl acetate:petroleum ether:acetic acid=1:5:0.01 to give Compound Vb. 13.9 g, 84% yield.

References:

Nanjing Ouxin Pharmaceutical Co., Ltd.;Chen Benshun;Zhou Changyue;Jiang Tao;Xu Qiubin CN104262383, 2017, B Location in patent:Paragraph 0056; 0062; 0063

67-56-1 Synthesis