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ChemicalBook CAS DataBase List 2,5-Dioxopyrrolidin-1-yl 1-(1,3-dioxoisoindolin-2-yloxy)-3,6,9,12-tetraoxapentadecan-15-oate
1415328-95-8

2,5-Dioxopyrrolidin-1-yl 1-(1,3-dioxoisoindolin-2-yloxy)-3,6,9,12-tetraoxapentadecan-15-oate synthesis

11synthesis methods
6066-82-6 Synthesis
N-Hydroxysuccinimide

6066-82-6
801 suppliers
$5.00/10g

1415246-35-3 Synthesis
PEG4-aminooxy-MMAF

1415246-35-3
16 suppliers
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2,5-Dioxopyrrolidin-1-yl 1-(1,3-dioxoisoindolin-2-yloxy)-3,6,9,12-tetraoxapentadecan-15-oate

1415328-95-8
34 suppliers
inquiry

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Yield: 100%

Reaction Conditions:

with dicyclohexyl-carbodiimide in tetrahydrofuran at 20;

Steps:

14 Compound 14-7
To a solution of compound 6 (1.93 g, 4.68 mmol) and Nhydroxysuccinimide (646 mg, 5.616 mmol) in 20 mL oftetrahedrofuran was added 1.062 g (5.148mmol) of DCC. The reaction mixture was stirred at room temperature overnight and filtered. Thefiltration was concentrated and purified by flash column chromatography using SiliaSep Cartridges5 (80g), eluting with 0-100% ethyl acetate/hexanes to give 2.37g (100%) of compound 14-7.

References:

AMBRX, INC.;BARNETT, Richard S.;TIAN, Feng;PUTNAM, Anna-maria A. Hays;GYMNOPOULOS, Marco;KNUDSEN, Nick;BECK, Andrew;SUN, Ying WO2013/185117, 2013, A1 Location in patent:Paragraph 00468