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702701-55-1

Carbonic acid, 2,5-dioxo-1-pyrrolidinyl 2-(2-methoxyethoxy)ethyl ester synthesis

2synthesis methods
74124-79-1 Synthesis
N,N'-Disuccinimidyl carbonate

74124-79-1
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Carbonic acid, 2,5-dioxo-1-pyrrolidinyl 2-(2-methoxyethoxy)ethyl ester

702701-55-1
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Yield:702701-55-1 62%

Reaction Conditions:

with triethylamine in acetonitrile at 20; for 16.1667 h;

Steps:

7

Monodispersed branched MPEG2 I (470 mg, 3.91 mmol) was dissolved in acetonitrile (20 mL) and disuccinimidyl carbonate (DSC, II, 1.50 g, 5.87 mmol) was added. Then triethylamine (0.594 g, 5.87 mmol) was added dropwise and after 10 min the reaction mixture became clear. Reaction was stirred overnight at RT. After stirring for 16 h, the crude reaction was evaporated to dryness and then dissolved in sat. NaHCO3 (20 mL), washed ethyl acetate (2×50 mL), dried MgSO4, and evaporated to dryness. Column chromatography (silica, EtOAc/MeOH, 10:1) afforded the solid III (0.632 g, 62% yield). ESI MS: m/e 262.23 (M+H)+.

References:

US2008/207505,2008,A1 Location in patent:Page/Page column 25

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