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Chemical Structure| 161536-59-0 Chemical Structure| 161536-59-0

Structure of 161536-59-0

Chemical Structure| 161536-59-0

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Product Details of [ 161536-59-0 ]

CAS No. :161536-59-0
Formula : C14H10N4O5
M.W : 314.25
SMILES Code : O=C(OCC1=CC=C(N=[N+]=[N-])C=C1)OC2=CC=C([N+]([O-])=O)C=C2

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Application In Synthesis of [ 161536-59-0 ]

* 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 [ 161536-59-0 ]

[ 161536-59-0 ] Synthesis Path-Downstream   1~1

  • 1
  • (S)-2-((((4-azidobenzyl)oxy)carbonyl)amino)-3-(pyridin-3-yl)propanoic acid [ No CAS ]
  • [ 161536-59-0 ]
  • [ 2133-34-8 ]
  • (S)-1-(((4-azidobenzyl)oxy)carbonyl)azetidine-2-carboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
58% With N-butylglycine; triethylamine; In dimethyl sulfoxide; at 20℃; for 15h;Inert atmosphere; Under a nitrogen atmosphere, DMSO (5.0 mL) was added at room temperature to a mixture of (S)-azetidine-2-carboxylic acid (H-Aze(2)-OH) (50.6 mg, 0.50 mmol), n-butylglycine (H-nBuG-OH) (65.6 mg, 0.50 mmol), (S)-2-((((4-azidobenzyl)oxy)carbonyl)amino)-3-(pyridin-3-yl)propanoic acid (83.0 mg, 0.50 mmol), and 4-azidobenzyl (4-nitrophenyl)carbonate (566 mg, 1.80 mmol) synthesized by the method described in the literature (Bioconjugate Chem. 2008, 19, 714). After stirring at room temperature for five minutes, triethylamine (418 muL, 3.00 mmol) was added at room temperature. The reaction mixture was stirred at room temperature for 15 hours and then purified by reverse-phase silica gel column chromatography (0.1% aqueous formic acid solution/0.1% formic acid-acetonitrile solution) to give (S)-1-(((4-azidobenzyl)oxy)carbonyl) azetidine-2-carboxylic acid (Compound ts01, Acbz-Aze(2)-OH) (80.0 mg, 58%). LCMS (ESI) m/z=275 (M-H)- Retention time: 0.60 minutes (analysis condition SQDFA05)
 

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