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Chemical Structure| 134272-63-2 Chemical Structure| 134272-63-2
Chemical Structure| 134272-63-2

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Synonyms: Mal-NH-Boc

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Product Details of Mal-NH-Boc

CAS No. :134272-63-2
Formula : C11H16N2O4
M.W : 240.26
SMILES Code : CC(C)(C)OC(=O)NCCN1C(=O)C=CC1=O
Synonyms :
Mal-NH-Boc
MDL No. :MFCD03425523
InChI Key :SNYRFQCLCLMCCG-UHFFFAOYSA-N
Pubchem ID :4176840

Safety of Mal-NH-Boc

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Mal-NH-Boc

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 134272-63-2 ]

[ 134272-63-2 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 55750-49-7 ]
  • [ 134272-63-2 ]
YieldReaction ConditionsOperation in experiment
92% In tetrahydrofuran; sodium hydrogencarbonate; a) N-(tert.-butyloxycarbonyl)-2-(N-maleinimido)ethylamine 0.8 g (5 mmol) of the compound produced according to Example 1a is dissolved in 25 ml saturated sodium bicarbonate solution. The solution is filtered over a folded filter and cooled to 0 C. Subsequently 0.84 g (5 mmol) <strong>[55750-49-7]N-(ethoxycarbonyl)maleinimide</strong> (produced according to the method of O. Keller and J. Rudinger, Helv. Chim. Acta 58 (1975), 531-541) is added while stirring and it is left to stir for a further 15 min at room temperature. During this the <strong>[55750-49-7]N-(ethoxycarbonyl)maleinimide</strong> dissolves completely after a short time while the title compound precipitates during the course of the reaction. 40 ml THF is added and stirred for a further 45 min at room temperature. Afterwards it is adjusted to pH 6.0 with 1n HCl, extracted twice with 50 ml acetic ester and the extract is dried with 5 g Na2 SO4. After evaporation in a water-jet vacuum the title compound is obtained as a colourless, solid residue. Yield: 1.1 g (92% of the theoretical yield). TLC: silica gel, chloroform/acetic ester (66/33 v/v), spray with 0.1% KMnO4 solution; Rf =0.50.
  • 2
  • [ 55750-49-7 ]
  • [ 57260-73-8 ]
  • [ 134272-63-2 ]
YieldReaction ConditionsOperation in experiment
With sodium hydrogencarbonate; In water; at 0 - 20℃; for 1.5h; (11) Synthesis of the following IL- Ira conjugate:JV-(ethoxycarbonyl) maleimide (0.53 g, 3.1 mmol) was added to N-(tert- butoxycarbonyl)-ethylenediamine (0.40 g, 2.5 mmol) in saturated aqueous bicarbonate solution (15 mL) at 00C. The reaction mixture was stirred for 30 min at 00C, and then stirred for an additional 1.0 hour at room temperature. The aqueous layer was extracted with methylene chloride (30 mL) three times. The combined organic layers were dried over anhydrous magnesium sulfate and concentrated under vacuum.
  • 3
  • [ 134272-63-2 ]
  • [ 134272-64-3 ]
YieldReaction ConditionsOperation in experiment
95.2% With hydrogenchloride; In ethyl acetate; at 20℃; for 8h; N-(2-((tert-Butoxycarbonyl)amino)ethyl)maleimide (750 mg, 3.12 mmol) was dissolved in 4 M HCl in ethyl acetate (20 mL) and stirred for 8 h at room temperature. Then, addition of diethyl ether at 0 C. provided the title compound as a white precipitate (524 mg, 2.97 mmol, 95.2% yield). 1H NMR (500 MHz, MeOD): delta 6.90 (s, 2H), 3.83-3.79 (m, 2H), 3.17-3.13 (m, 2H).
 

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