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Chemical Structure| 73463-39-5 Chemical Structure| 73463-39-5
Chemical Structure| 73463-39-5

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CAPSO is a zwitterionic biological buffer with an effective pH range of 8.9-10.3.

4.5 *For Research Use Only! Not for Human Use. We Do Not Sell to Patients.

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Product Details of CAPSO

CAS No. :73463-39-5
Formula : C9H19NO4S
M.W : 237.32
SMILES Code : OC(CNC1CCCCC1)CS(O)(=O)=O
English Name :3-(Cyclohexylamino)-2-hydroxy-1-propanesulfonic acid
MDL No. :MFCD00041778
InChI Key :INEWUCPYEUEQTN-UHFFFAOYSA-N
Pubchem ID :2733480

Safety of CAPSO

Application In Synthesis of CAPSO

* 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 [ 73463-39-5 ]

[ 73463-39-5 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 2052-49-5 ]
  • [ 73463-39-5 ]
  • [ 1820866-46-3 ]
YieldReaction ConditionsOperation in experiment
In water at 20℃;
  • 2
  • [ 14518-69-5 ]
  • [ 73463-39-5 ]
  • [ 1820866-47-4 ]
YieldReaction ConditionsOperation in experiment
In water at 20℃;
  • 4
  • [ 54757-46-9 ]
  • [ 73463-39-5 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
35 % Stage #1: acitretin With triethylamine; isobutyl chloroformate In tetrahydrofuran at 5 - 10℃; Inert atmosphere; Darkness; Stage #2: 3-(cyclohexylamino)-2-hydroxy-1-propanesulfonic acid With triethylamine In methanol at 20 - 25℃; Inert atmosphere; Stage #3: With sodium hydrogencarbonate In water 4.1 4.1 Synthesis of compound 4 In a 25 mL two-necked flask, acitretin (250 mg, 0.77 mmol) and TEA (95 pL, 0.80 mmol) were dissolved in anhydrous THF (10 mL), and the mixture was cooled to 5-10 °C. A solution of isobutylchloroformate (129 pL, 1.0 mmol) in THF (0.5 mL) was dropwise added to the chilled solution. The resulting mixture was stirred for 30 min at 5-10 °C under inert conditions and protected from light. A solution of CAPSO (260 mg, 1.1 mmol) and TEA (149 pL, 1.16 mmol) in methanol (3 mL) was added to the reaction mixture and the resulting solution was stirred under inert conditions at room temperature for 2 hours. Acetic acid (400 pL) was then carefully added to the reaction mixture. The solution is evaporated to dryness and the resulting crude was extracted with MTBE (20 mL) and water (25 mL). The layers were separated and the organic layer was discarded. Sodium hydrogencarbonate (300mg) was added carefully to the aqueous layer. When effervescence had stopped, brine (25% NaCI- solution, 20 mL) was added and the resulting aqueous solution was extracted with ethyl acetate (20 mL). The layers were separated and the aqueous phase was discarded. The organic layer was washed with a mixture of brine (12.5% NaCI-solution, 20 mL) and methanol (1-3 mL). The aqueous layers were discarded, and the organic layer was evaporated under reduced pressure (40-70 mbar at 39°C). The release of the vacuum was made with inert gas (N2). The obtained product was purified by column chromatography (RP-C18; eluent MeOH/water 7:3) to give the product as a yellow solid. Yield: 35%. (0152) 2H NMR (500 MHz, DMSO-de): 8 6.90-6.75 (m, 1H, CH=CH-); 6.69 (s, 1H, Ph-H); 6.64 (dd, 1H, J = 16.4, 7.9 Hz, -CH=CH-); 6.44 (dd, 2H, J = 24.0, 15.1 Hz, -CH=CH-); 6.20-6.30 (m, 2H, - CH=CH-); 3.75 (s, 3H, -O-CH3); 3.40-3.35 (m, 4H, CH2); 3.48 (m, 1H, =CH); 2.50 (s, 3H, CH3); (0153) 2.25 (s, 3H, CH3); 2.22 (s, 3H, CH3); 2.15 (s, 1H, CH ); 2.14 (s, 6H, CH3); 1.75, (m, a (2H) cyclohexyl); 1.65, (m, e (2H) cyclohexyl); 1.60, (m, a (2H) cyclohexyl); 1.58, (m, a (2H) cyclohexyl); 1.25, (m, e (2H) cyclohexyl). (0154) HPLC: Rt 27.03 min, 99,21% (Max); m/z = 568.26; 544.37.
 

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