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Chemical Structure| 1268516-33-1 Chemical Structure| 1268516-33-1

Structure of 1268516-33-1

Chemical Structure| 1268516-33-1

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Product Details of [ 1268516-33-1 ]

CAS No. :1268516-33-1
Formula : C13H17NO4
M.W : 251.28
SMILES Code : O=C(OCC1=CC=CC=C1)N[C@H]2COCC[C@@H]2O

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Application In Synthesis of [ 1268516-33-1 ]

* 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 [ 1268516-33-1 ]

[ 1268516-33-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1268516-33-1 ]
  • [ 1240390-32-2 ]
YieldReaction ConditionsOperation in experiment
With hydrogen;10 wt% Pd(OH)2 on carbon; In methanol; at 25℃; under 2068.65 Torr; for 15h; To a solution of the above compound (90.5 g, 0.360 mol) in 1.8 L of methanol was added palladium hydroxide on carbon (9 g). The mixture was subjected to 40 psi of hydrogen at 25 C for 15 h, then filtered through solka-floc. The filter cake was washed 3x with methanol (200 mL), and the combined filtrates were concentrated in vacuo to provide crude (3S, 4S)-3- aminotetrahydro-2H-pyran-4-ol that gave proton NMR spectra consistent with theory.
With hydrogen;10 wt% Pd(OH)2 on carbon; In methanol; at 25℃; under 2068.65 Torr; for 15h; To a solution of the above compound (90.5 g, 0.360 mol) in 1.8 L of methanol was added palladium hydroxide on carbon (9 g). The mixture was subjected to 40 psi of hydrogen at 25 C for 15 h, then filtered through solka-floc. The filter cake was washed 3x with methanol (200 mL), and the combined filtrates were concentrated in vacuo to provide crude (35, 4S)~3- aminotetrahydro-2H-pyran-4-ol that gave proton NMR spectra consistent with theory.
With hydrogen;10 wt% Pd(OH)2 on carbon; In methanol; at 25℃; under 2068.65 Torr; for 15h; To a solution of the above compound (90.5 g, 0.360 mol) in 1.8 L of methanol was added palladium hydroxide on carbon (9 g). The mixture was subjected to 40 psi of hydrogen at 25 C for 15 h, then filtered through solka-fioc. The filter cake was washed 3x with methanol (200 mL), and the combined filtrates were concentrated in vacuo to provide crude (3S, 4S)-3- aminotetrahydro-2H-pyran-4-ol that gave proton NMR spectra consistent with theory.
With hydrogen;10 wt% Pd(OH)2 on carbon; In methanol; at 25℃; under 2068.65 Torr; for 15h; To a solution of the above compound (90.5 g, 0.360 mol) in 1.8 L of methanol was added palladium hydroxide on carbon (9 g). The mixture was subjected to 40 ps of hydrogen at 25 0C for 15 h, then filtered through solka-floc. The filter cake was washed 3x with methanol (200 mL), and the combined filtrates were concentrated in vacuo to provide crude (3S,4S)-3-aminotetrahydro-2H-pyran-4-ol that gave proton NMR spectra consistent with theory.

  • 2
  • [ 1240390-32-2 ]
  • [ 501-53-1 ]
  • [ 1268516-33-1 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In tetrahydrofuran; at 0 - 20℃; for 2h; 10457] A 250-mE 1-neck round bottom flask was charged with reactant 9-A (2.0 g, 17.1 mmol) and triethylamine (2.1 g, 20.7 mmol) in THF (40 ml). The reaction mixture was cooled down to 0C. l3enzyl chloroformate (3.2 g, 19.0 mmol) was added to the reaction mixture dropwise. The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was concentrated down, re-dissolved in EtOAc (100 mE), washed with water twice and dried over Na2504. After con- centration, the crude was purified by colunm chromatography on silica gel with hexane-EtOAc to obtain 9-13. LCMS-ESI (m/z): [M+H]. found: 252.
 

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