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Chemical Structure| 115306-75-7 Chemical Structure| 115306-75-7

Structure of 115306-75-7

Chemical Structure| 115306-75-7

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Product Details of [ 115306-75-7 ]

CAS No. :115306-75-7
Formula : C9H23NOSi
M.W : 189.37
SMILES Code : NCCCO[Si](C)(C(C)(C)C)C
MDL No. :MFCD18206137
InChI Key :LNSJAAYIGOFKTA-UHFFFAOYSA-N
Pubchem ID :11074190

Safety of [ 115306-75-7 ]

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

Application In Synthesis of [ 115306-75-7 ]

* 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 [ 115306-75-7 ]

[ 115306-75-7 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 115306-75-7 ]
  • [ 154012-15-4 ]
  • [ 1006612-55-0 ]
YieldReaction ConditionsOperation in experiment
95% A solution of 6.0 g (22.6 mmol) of the product of example 8 step C and 2.3 g (22.6 mmol) triethylamine in 75 ml of ethanol was heated to reflux. 4.0 g (22.6 mmol) of the product of example 8 step D was added to this solution and the mixture was stirred at reflux for an additional hour. The solvent was removed under reduced pressure and the resulting residue was purified by column chromatography on silica gel (hexane/ethyl acetate 80:1) to afford 9 g (95%) of the desired product as yellow oil. 1H-NMR (DMSO-d6): 8.96 (t, IH); 8.70 (s, IH); 4.36 (q, 2H); 3.70 (t, 2H); 3.22 (td, 2H); 1.84 (m, 2H); 1.39 (t, 3H); 0.88 (s, 9H); 0.02 (s, 6H).
  • 2
  • [ 115306-75-7 ]
  • [ 58483-95-7 ]
  • 5-amino-N-(3-(tert-butyldimethylsilyloxy)propyl)-2-chloroisonicotinamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
43% With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20℃; for 5h;Inert atmosphere; To a solution of <strong>[58483-95-7]5-amino-2-chloroisonicotinic acid</strong> (5 g, 0.029 mol) in DMF (40 mL) was added EDCI (8.34 g, 0.0435 mol) and HOBT (5.87 g, 0.0435 mol). The reaction was stirred at RT for 30 min then 3-(tert-butyldimethylsilyloxy)propan-l -amine (5.5 g, 0.029 mol) was added. The reaction was stirred at RT for 5 h then poured in EA (50 mL) and water (20 mL). The organic layer was washed with brine (50 mL), dried over Na2SC>4 and concentrated to a residue which was purified by chromatography eluted with PE/EA (2: 1) to give 5-amino-N-(3-(tert- butyldimethylsilyloxy)propyl)-2-chloroisonicotinamide (4.3 g, 43percent yield) as a white solid. LCMS: MH+ 344 and TR = 1.877 min.
  • 3
  • [ 117324-58-0 ]
  • [ 32315-10-9 ]
  • [ 115306-75-7 ]
  • methyl 2-(3-(3-(tert-butyldimethylsilyloxy)propyl)ureido)-5-(trifluoromethyl)benzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
78.3% Step 4 Methyl 2-(3-(3-(tert-butyldimethylsilyloxy)propyl)ureido)-5-(trifluoromethyl)benzoate To a solution of <strong>[117324-58-0]methyl 2-amino-5-(trifluoromethyl)benzoate</strong> (400 mg, 1.70 mmol) and TEA (2.4 mL, 1.7 mmol) in DCM (5 mL) at 0C was added triphosgene (200 mg, 0.68 mmol) portionwise. The reaction was warmed to RT, stirred for 1 h then 3-(tert-butyldimethylsilyloxy)propan-l- amine (480 mg, 2.36 mmol) was added. The reaction mixture was stirred at RT for 1 h, poured into water-ice (30 mL) and extracted with EA (2x20 mL). The combined organic layers were washed with brine (20 mL), dried over Na2SC>4 and concentrated to give methyl 2-(3-(3-(tert- butyldimethylsilyloxy)propyl)ureido)-5-(trifluoromethyl)benzoate (600 mg, 78.3% yield) as a yellow oil. Used without further purification.
 

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