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Chemical Structure| 512-04-9 Chemical Structure| 512-04-9
Chemical Structure| 512-04-9

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Diosgenin, a natural product isolated and purified from the rhizomes of Dioscorea zingiberensis C.H.Wright, is an important natural source of steroidal hormones, and has favorable effects in the improvement of diabetes and regulation of lipid metabolism.

Synonyms: Nitogenin; 3β-hydroxy-5-Spirostene; NSC 33396

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Product Details of Diosgenin

CAS No. :512-04-9
Formula : C27H42O3
M.W : 414.62
SMILES Code : C[C@@H]1[C@@]2(CC[C@H](CO2)C)O[C@]3([H])[C@@]1([H])[C@@]4([C@@]([C@@]5([H])[C@]([C@@]6(C(C[C@H](CC6)O)=CC5)C)([H])CC4)([H])C3)C
Synonyms :
Nitogenin; 3β-hydroxy-5-Spirostene; NSC 33396
MDL No. :MFCD00016887

Safety of Diosgenin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Diosgenin

* 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 [ 512-04-9 ]

[ 512-04-9 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 120870-47-5 ]
  • [ 512-04-9 ]
  • diosgen-3-yl ortho-hexynylbenzoate [ No CAS ]
  • 2
  • [ 261952-16-3 ]
  • [ 512-04-9 ]
  • C36H49F3O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
4 g With diethylamine; In chloroform; at 20℃; for 12h; Weigh 4.2g of diosgenin in 100mL of chloroform in a 500mL three-necked flask.Add 10 mL of diethylamine,2-methyl-3-trifluoromethylbenzyl bromide 3.0g,Stir, incubate at room temperature for 12h,HPLC (chromatographic conditions: Column: Agilent Zorbax SB-C18 (4.6mm × 150mm, 5um), mobile phase: acetonitrile-water (90:10), flow rate: 1.0mL.min-1, detection wavelength: 203nm, column temperature: 35 ) Detect the total reaction of diosgenin, evaporate chloroform to reduce the liquid volume to 1/4, cool to 5 and crystallize overnight, filter, HPLC track the reaction and separation and purification process of the product, and dry the solid at 60 for 4 h That is, 4.0 g of the product was obtained as a yellow powder.
  • 3
  • [ 261952-19-6 ]
  • [ 512-04-9 ]
  • C36H49F3O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
4.3 g With diethylamine; In dichloromethane; at 40.0℃; for 8.0h; Weigh 4.2 g of diosgenin in 100 mL of dichloromethane in a 500 mL three-necked flask.10 mL of diethylamine and 3.0 g of <strong>[261952-19-6]4-methyl-3-trifluoromethylbenzyl bromide</strong> were added,Stir, incubate at 40 C for 8h,HPLC (chromatographic conditions: Column: Agilent Zorbax SB-C18 (4.6mm × 150mm, 5um), mobile phase: acetonitrile-water (90:10), flow rate: 1.0mL.min-1, detection wavelength: 203nm, column temperature: 35 ) Detect the total reaction of diosgenin. Dichloromethane was distilled off until the liquid volume was reduced to 1/4. The solution was cooled to 5 and crystallized overnight.The separation and purification process of the reaction and product were followed by HPLC. The solid was dried at 60 C for 4h.This gave 4.3 g of product as a yellow powder.
 

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