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Chemical Structure| 369403-24-7 Chemical Structure| 369403-24-7

Structure of 369403-24-7

Chemical Structure| 369403-24-7

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Product Details of [ 369403-24-7 ]

CAS No. :369403-24-7
Formula : C24H25NO6
M.W : 423.46
SMILES Code : O=C(C(CC1)(NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)CCC51OCCO5)O
MDL No. :MFCD02683159

Safety of [ 369403-24-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H332
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

Application In Synthesis of [ 369403-24-7 ]

* 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 [ 369403-24-7 ]

[ 369403-24-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 199296-39-4 ]
  • [ 369403-24-7 ]
  • [8-(2-methyl-2-pyridin-2-yl-propylcarbamoyl)-1,4-dioxa-spiro[4.5]dec-8-yl]-carbamic acid 9<i>H</i>-fluoren-9-ylmethyl ester [ No CAS ]
  • 2
  • [ 54621-18-0 ]
  • [ 82911-69-1 ]
  • [ 369403-24-7 ]
YieldReaction ConditionsOperation in experiment
13% 8-(((9H-Fluoren-9-yl)methoxy)carbonylamino)-l,4-dioxaspiro[4.5]decane-8- carboxylic acid (compound 3 of example A): After the solution of compound 2 of example A was adjusted to pH = 10 with 2 N HCI, Fmoc-Osu (15.87 g, 45.0 mmol) and acetonitrile (50.0 mL) were added. The reaction mixture was stirred at room temperature overnight. Most of the solvent was removed under reduced pressure and the resulting mixture was adjusted to pH = 2 with 2 N HCI and extracted with DCM. The combined extracts were washed with brine, dried over anhydrous Na2S04 and concentrated. The residue was purified by flash column chromatography on silica gel (DCM/MeOH = 50: 1) to affordcompound 3 of example A (5.0 g, 13% yield over three steps) as a white solid.
213 mmol (42.9 g) of <strong>[54621-18-0]8-amino-1,4-dioxaspiro[4,5]decane-8-carboxylic acid</strong> in 213 ml of 1N NaOH and 213 mmol (71.9 g) of Fmoc-ONSu in 240 ml of acetonitrile are combined and diluted with 1000 ml of acetonitrile/H2O 1:1. After the pH is set at 9, it is stirred overnight at room temperature. After the acetontrile is removed in a rotary evaporator, it is acidified with 0.01 M HCl and extracted with ethyl acetate. The extract is washed neutral, dried with Na2SO4 and evaporated to the dry state. The residue is recrystallized from ethyl acetate/hexane. Yield: 79.0 g of 8-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1,4-dioxaspiro[4,5]decane-8-carboxylic acid.
 

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