ChemicalBook CAS DataBase List 6-Maleimidocaproic acid

6-Maleimidocaproic acid synthesis

8synthesis methods

Product Name:6-Maleimidocaproic acid
CAS Number:55750-53-3
Molecular formula:C10H13NO4
Molecular Weight:211.21

Maleic anhydride (29.4 g, 0.3 mol) and 6-aminocaproic acid (39.35 g, 0.3 mol) were refluxed in glacial acetic acid (900 mL) for 16 h. Acetic anhydride (30.6 g, 0.3 mol) was added dropwise over a period of 2 hand reflux was continued for 1 h. The acetic acid was removed under vacuum at 70 °C to yield yellow syrup which solidified. The material was chromatographed over silica using dichloromethane-methanol-acetic acid (100:5:1) affording a crystalline solid (6-Maleimidocaproic acid).

108-30-5 Synthesis

108-30-5
600 suppliers
$5.00/25g

60-32-2 Synthesis

60-32-2
586 suppliers
$5.00/10g

55750-53-3
293 suppliers
$9.00/1g

Yield:55750-53-3 77.4%

Reaction Conditions:

with acetic acid at 20; for 10 h;Reflux;Time;

Steps:

A
Compound 1 (150 g, 1.53 mol) was added to a stirred solution of Compound 2 (201 g, 1.53 mol) in HOAc (1000 mL). After the mixture was stirred at r.t. for 2 h, it was heated at reflux for 8 h. The organic solvents were removed under reduced pressure and the residue was extracted with EtOAc (500 mL x 3), washed with H₂0. The combined organic layers was dried over Na₂S0₄ and concentrated to give the crude product. It was washed with petroleum ether to give compound 3 as white solid (250 g, 77.4 %).

References:

GENENTECH, INC.;THE UNIVERSITY OF AUCKLAND;LEE, Ho Huat;TERCEL, Moana;FLYGARE, John A.;GUNZNER-TOSTE, Janet;PILLOW, Thomas H.;SAFINA, Brian;STABEN, Leanna;VERMA, Vishal;WEI, BinQing;ZHAO, Guiling WO2015/95227, 2015, A2 Location in patent:Page/Page column 261; 262

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108-31-6 Synthesis

108-31-6
822 suppliers
$13.47/50 G

60-32-2 Synthesis

60-32-2
586 suppliers
$5.00/10g

55750-53-3
293 suppliers
$9.00/1g

References

57079-14-8 Synthesis

(Z)-6-(3-Carboxyacrylamido)hexanoic acid

57079-14-8
23 suppliers
inquiry

55750-53-3
293 suppliers
$9.00/1g

References

57079-14-8 Synthesis

57079-14-8
23 suppliers
inquiry

55750-53-3
293 suppliers
$9.00/1g

References

108-31-6 Synthesis

108-31-6
822 suppliers
$13.47/50 G

7440-44-0 Synthesis

7440-44-0
277 suppliers
$12.00/25g

60-32-2 Synthesis

60-32-2
586 suppliers
$5.00/10g

55750-53-3
293 suppliers
$9.00/1g

References

6-Maleimidocaproic acid Related Search:

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