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Chemical Structure| 864068-45-1 Chemical Structure| 864068-45-1

Structure of 864068-45-1

Chemical Structure| 864068-45-1

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Product Details of [ 864068-45-1 ]

CAS No. :864068-45-1
Formula : C27H49O7PS
M.W : 548.71
SMILES Code : O=S(C1=CC=C(C)C=C1)(OCP(O)(OCCCOCCCCCCCCCCCCCCCC)=O)=O
MDL No. :MFCD28347511
Boiling Point : No data available

Safety of [ 864068-45-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 864068-45-1 ]

* 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 [ 864068-45-1 ]

[ 864068-45-1 ] Synthesis Path-Downstream   1~2

  • 1
  • C8H10ClO5PS [ No CAS ]
  • [ 23377-40-4 ]
  • [ 864068-45-1 ]
YieldReaction ConditionsOperation in experiment
40% In toluene; at 20℃; To a solution of pyridinium toluenesulfonyloxymethylphosphonate (1. 0 g, 3. 0 mmol) in dry toluene (20 mL) was added oxalyl chloride (0. 39 mL, 4. 5 mmol) and N, N-DMF (0. 02 mL, 0. 3 mmol) in one portion. The solution was stirred at room temperature for 1 hour. Toluene and the excess oxalyl chloride were removed under vacuum. The residue was redissolved in toluene (10 mL). 3-Hexadecyloxy-1-propanol (0. 81 g, 2. 7 mmol) was added. The mixture was stirred at room temperature overnight. Triethyl ammonium hydrogen carbonate buffer (10 mL) was added to the mixture which was stirred for 30 min. Solvents were evaporated. The residue was dissolved in CHOC13 (50 mL), washed with water (2 x 10 mL) and the solvent evaporated to give 1 gram of crude product. The impurities were removed by flash column chromatography (silica gel, 15% EtOH/CH2Cl2) Yield = 0. 60 g (40%). IH NMR : (CDCl3)No. 0. 88 (t, 3H), 1. 25 (br s, 26H), 1. 46 (m, 2H), 1. 71 (p, 2H), 2. 46 (s, 3H), 3. 34 (t, 2H), 3. 80 (dd, 2H), 3. 98 (d, 2H), 7. 37 (d, 2H), 7. 76 (d, 2H).
  • 2
  • ((tosyloxy)methyl)phosphonic dichloride [ No CAS ]
  • [ 23377-40-4 ]
  • [ 864068-45-1 ]
YieldReaction ConditionsOperation in experiment
Synthesis of toluenesulfonyloxymethylphosphonate, hexadecyloxypropyl ester (HDP-TsOMPA): To a solution of pyridinium toluenesulfonyloxymethylphosphonate (1.0 g, 3.0 mmol) in dry toluene (20 mL) was added oxalyl chloride (0.39 mL, 4.5 mmol) and DMF (0.02 mL, 0.3 mmol) in one portion. The solution was stirred at room temperature for 1 hour. Toluene and the excess oxalyl chloride were removed under vacuum. The residue was re-dissolved in toluene (10 mL). 3-Hexadecyloxy-1-propanol (5) (0.81 mL, 2.7 mmol) was added. The mixture was stirred at room temperature overnight. Triethyl ammonium hydrogen carbonate buffer (10 mL) was added to the mixture which was stirred form 30 min. Solvents were evaporated. The residue was dissolved in chloroform (50 mL), washed with water (2?10 mL) and the solvent evaporated to give 1 gram of crude product. The impurities were removed by flash column chromatography (silica gel, 15% EtOH/dichloromethane) Yield=0.60 g (40%).
 

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