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Chemical Structure| 210827-31-9 Chemical Structure| 210827-31-9

Structure of 210827-31-9

Chemical Structure| 210827-31-9

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Product Details of [ 210827-31-9 ]

CAS No. :210827-31-9
Formula : C13H13NO
M.W : 199.25
SMILES Code : O=C=NC1=C2CCCC2=CC3=C1CCC3
MDL No. :MFCD24451018

Safety of [ 210827-31-9 ]

Application In Synthesis of [ 210827-31-9 ]

* 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 [ 210827-31-9 ]

[ 210827-31-9 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 25999-04-6 ]
  • [ 210827-31-9 ]
  • N-((1,2,3,5,6,7-hexahydro-s-indacen-4-yl)carbamoyl)morpholine-4-sulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
24% General procedure: C2: R1 sulfonamide intermediate (1 eq.) was dissolved in anhydrous THF or anhydrous methanol and treated with NaH (1 eq.) under reduced pressure. Once effervescence ceased the R2 isocyanate intermediate was added and the reaction mixture was stirred at ambient temperature overnight. Example 1 : N-((1 ,2,3,5,6,7-hexahydro-s-indacen-4-yl)carbamoyl) <strong>[25999-04-6]morpholine-4-sulfonamide</strong> 4-lsocyanato-1 ,2,3,5,6,7-hexahydro-s-indacene (prepared using general method A2) and <strong>[25999-04-6]morpholine-4-sulfonamide</strong> were used in general method C2 to give the titled compound as a white solid (25 mg, 24%). 1 H NMR (400 MHz, DMSO-d6): delta = 7.98 (bs, 1 H), 6.94 (s, 1 H), 3.63 (t, J= 4.0 Hz, 4H), 3.18 (t, J = 4.0 Hz, 4H), 2.81 (t, J= 8.0 Hz, 4H), 2.68 (t, J= 8.0 Hz, 4H), 2.02-1 .95 (m, 4H); LCMS Purity: >95%; LCMS (m/z): 366 [M+H]+.
  • 2
  • [ 210827-31-9 ]
  • [ 119018-29-0 ]
  • 3-ethyl-N-(4-(N-((1,2,3,5,6,7-hexahydro-s-indacen-4-yl)carbamoyl)sulfamoyl)phenethyl)-4-methyl-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide [ No CAS ]
  • 3
  • [ 50595-15-8 ]
  • [ 210827-31-9 ]
  • tert-butyl 2-[(1,2,3,5,6,7-hexahydro-s-indacen-4-yl)carbamoyl]oxy}acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% With triethylamine; In acetonitrile; at 0 - 20℃; for 15h;Inert atmosphere; General procedure: The title compound was prepared according to the General procedure A using <strong>[50595-15-8]tert-butyl glycolate</strong> and intermediate A as starting materials. The crude product was purified by FCC (0 to 100 percent DCM in hexane). Y = 65 percent. MS ES+ ([M+Na]+): 354.4. NMR (400 MHz, DMSO-d6) delta 9.13 (s, 1H), 6.95 (s, 1H), 4.48 (s, 2H), 2.81 (t, J= 7 Hz, 4H), 2.72 (t, J= 7 Hz, 4H), 2.03 - 1.91 (m, 4H), 1.43 (s, 9H). The a-hydroxy ester or a-hydroxy acid (1 eq.) was dissolved in ACN (2 ml/mmol of a- hydroxy ester or a-hydroxy acid) and the solution was cooled down to 0° C. TEA (1 eq.) was added followed by dropwise addition of the isocyanate (1.2 eq.). The reaction mixture was allowed to warm up to room temperature and stirring was continued for 15 h under Ar. The reaction mixture was diluted with DCM and the solution was washed with 1M HCl. The aqueous layer was extracted twice with DCM and the combined organic layers were dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by FCC (DCM or EtOAc gradient in hexane) or by preparative reverse-phase HPLC (ACN water, 0.1 percent formic acid buffer).
 

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