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Chemical Structure| 331754-32-6 Chemical Structure| 331754-32-6

Structure of 331754-32-6

Chemical Structure| 331754-32-6

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Product Details of [ 331754-32-6 ]

CAS No. :331754-32-6
Formula : C9H11NO4
M.W : 197.19
SMILES Code : C=CCCC(ON1C(CCC1=O)=O)=O
MDL No. :MFCD01416621

Safety of [ 331754-32-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 331754-32-6 ]

* 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 [ 331754-32-6 ]

[ 331754-32-6 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 32161-30-1 ]
  • [ 331754-32-6 ]
  • C16H21NO5 [ No CAS ]
  • 2
  • [ 6960-34-5 ]
  • [ 331754-32-6 ]
  • [ 868076-02-2 ]
  • 3
  • [ 625-05-8 ]
  • [ 107-14-2 ]
  • [ 331754-32-6 ]
  • C12H18N2O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
38% General procedure: To a solution containing 100 mg (0.41 mmol) of 5 and 70.0 mg (0.82 mmol) of NaHCO3 in 4 mL of 1:1 dioxane/H2O was added 90 mg (0.45 mmol) of 4-pentenoyloxysuccinimide. The reaction mixture was stirred at room temperature for 24 h under argon. The reaction was quenched by the addition of 15 mL of 1 N aq NaHSO4 and the aqueous layer was extracted with two 25-mL portions of ethyl acetate. The combined organic extract was dried (MgSO4) and concentrated to dryness under diminished pressure. The crude product was then dissolved in 4 mL of acetonitrile. To this solution were added 300 muL (2.10 mmol) of triethylamine and 130 muL (2.10 mmol) of chloroacetonitrile. The reaction mixture was stirred at room temperature for 24 h at which time 20 mL of ethyl acetate was added. The organic layer was washed with 10 mL of 1 N aq NaHSO4 followed by 10 mL of brine, then dried (MgSO4) and concentrated to dryness under diminished pressure, affording a crude residue. The crude product was purified on a flash silica gel column (15 * 1 cm) using 1:1 ethyl acetate/hexane for elution to obtain 6 as a colorless semi-solid: yield 140 mg (38percent).
  • 4
  • [ 625-05-8 ]
  • [ 331754-32-6 ]
  • [ 1424703-92-3 ]
  • 5
  • [ 2133-34-8 ]
  • [ 331754-32-6 ]
  • (S)-1-(penta-4-enoyl)azetidine-2-carboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% With sodium hydrogencarbonate; In 1,4-dioxane; water; at 25℃; for 16h; (S)-Azetidine-2-carboxylic acid (H-Aze(2)-OH) (4.00 g, 39.56 mmol) was dissolved in 1,4-dioxane (111 mL)/water (111 mL), then 2,5-dioxopyrrolidin-1-yl pent-4-enoate (23.4 g, 118.67 mmol) and sodium bicarbonate (6.65 g, 79.16 mmol) were added, and the reaction solution was stirred at 25 C. for 16 hours. After completion of the reaction, water was added to the reaction solution, this was washed with ethyl acetate, and a 1 M aqueous hydrochloric acid solution was added until the acidity of the aqueous layer reached pH 3. The resulting mixture was extracted with ethyl acetate, and the resulting organic layer was dried over anhydrous sodium sulfate, filtered, and then concentrated under reduced pressure. The resulting residue was purified by normal phase silica gel column chromatography (dichloromethane/methanol) to give (S)-1-(penta-4-enoyl)azetidine-2-carboxylic acid (Compound ts21, Pen-Aze(2)-OH) (6.30 g, 87%). LCMS (ESI) m/z=184 (M+H)+ Retention time: 1.03 minutes (analysis condition SMD method 2)
 

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