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Chemical Structure| 1477-49-2 Chemical Structure| 1477-49-2
Chemical Structure| 1477-49-2

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CAS No.: 1477-49-2

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Synonyms: 3-Indoleglyoxylic acid

4.5 *For Research Use Only !

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Product Details of 3-Indoleglyoxylic acid

CAS No. :1477-49-2
Formula : C10H7NO3
M.W : 189.17
SMILES Code : O=C(O)C(C1=CNC2=C1C=CC=C2)=O
Synonyms :
3-Indoleglyoxylic acid
MDL No. :MFCD00005625
InChI Key :DWLVFWDCSFTDOD-UHFFFAOYSA-N
Pubchem ID :73863

Safety of 3-Indoleglyoxylic acid

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

Application In Synthesis of 3-Indoleglyoxylic acid

* 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 [ 1477-49-2 ]

[ 1477-49-2 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 67-56-1 ]
  • [ 1477-49-2 ]
  • [ 18372-22-0 ]
YieldReaction ConditionsOperation in experiment
69% Synthesis of 3-indole glyoxylic acid, methyl ester Commercially available 3-indole glyoxylic acid (9.55 g) was suspended in methylene chloride (300 mL), and cooled on ice. Thereafter, to the suspension was added oxalyl chloride (8.8 mL), followed by stirring at 20C for 20 hrs. The reaction fluid was cooled on ice, and after adding methanol (190 mL) thereto, the reaction fluid was stirred at 25C for 1 hour. To the reaction fluid were added water and methylene chloride, and thus deposited crystals were filtrated, followed by washing of the crystals with methylene chloride. The crystals were dried under a reduced pressure to obtain 3-indole glyoxylic acid, methyl ester (7.07 g, 69%).
  • 2
  • [ 1477-49-2 ]
  • [ 18107-18-1 ]
  • [ 18372-22-0 ]
  • 3
  • [ 18372-22-0 ]
  • [ 1477-49-2 ]
YieldReaction ConditionsOperation in experiment
16.1 (1H-indol-3-yl)-oxo-acetic acid A mixture of 610 mg of methyl indolyl-3-glyoxylate and 3.3 cm3 of 1N soda in 3.3 cm3 of water is heated for 1 h at 80 C., then it is cooled on an ice bath and 3.5 cm3 of 1N hydrochloric acid is added. The mixture is extracted with ethyl acetate. The organic phases are combined and dried over sodium sulfate, filtered and concentrated to dryness under reduced pressure (2.7 kPa) to give 554 mg of (1H-indol-3-yl)-oxo-acetic acid in the form of a yellow solid.
  • 4
  • [ 1477-49-2 ]
  • Boc-Arg [ No CAS ]
  • [ 119139-23-0 ]
  • 6
  • [ 1477-49-2 ]
  • (diazomethyl)-trimethylsilane [ No CAS ]
  • [ 18372-22-0 ]
YieldReaction ConditionsOperation in experiment
70% In methanol; hexane; dichloromethane; at 0 - 20℃; A suspension of Compound 1a (10.0 g, 0.053 mole) in dichloromethane : methanol (6: 1 ratio; 350 mL) was stirred and cooled in an ice bath while a solution of TMSCHN2 (79 mL, 2.0 M) in hexane was added dropwise over a 1 hr period. The mixture was allowed to warm to rt and was stirred overnight. The resulting light yellow solid was filtered and washed with ether to yield Compound 1B (7.5 g, 70%). 1H NMR (DMSO-d6) a 12.5 (s, 1H), 8.45 (d, 1H), 8.2 (d, 1H), 7.55 (d, 1H), 7.3 (m, 2H), 3.95 (s, 3H).
  • 7
  • [ 1477-49-2 ]
  • [ 68957-94-8 ]
  • C19H27NO9P3(1-) [ No CAS ]
 

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