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Chemical Structure| 1121057-77-9 Chemical Structure| 1121057-77-9

Structure of 1121057-77-9

Chemical Structure| 1121057-77-9

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Product Details of [ 1121057-77-9 ]

CAS No. :1121057-77-9
Formula : C16H28BNO4
M.W : 309.21
SMILES Code : O=C(N1C=C(B2OC(C)(C)C(C)(C)O2)CCC1)OC(C)(C)C
MDL No. :MFCD18383341
InChI Key :VXOCSENAGKVASP-UHFFFAOYSA-N
Pubchem ID :59327225

Safety of [ 1121057-77-9 ]

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

Application In Synthesis of [ 1121057-77-9 ]

* 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 [ 1121057-77-9 ]

[ 1121057-77-9 ] Synthesis Path-Downstream   1~1

  • 1
  • 4,4,4',4',5,5,5'-heptamethyl-2,2'-bi(1,3,2-dioxaborolane) [ No CAS ]
  • [ 98977-36-7 ]
  • [ 885693-20-9 ]
  • [ 1121057-77-9 ]
YieldReaction ConditionsOperation in experiment
A flask with 4.4.4',4',5,5,5'-heptamethyl-2,2'-bi(l,3.2-dioxaborolane) (10.48 g, 43.7 mmol), (dppf)PdCl2 (0.930 g, 1.139 mmol), and potassium acetate (11.18 g, 114 mmol) was flushed with N2 (3 X), then 1,4-dioxane (100 mL) was added followed by a solution of tert-butyl 5-(trifluoromethylsulfonyloxy)-3,4-dihydropyridine-l(2H)-carboxylate and tert-butyl 3- (trifluoromethylsulfonyloxy)-5,6-dihydropyridine-l(2H)-carboxylate (1 : 1 ratio, 12.58 g, 38.0 mmol) in 1,4-dioxane (100 mL). The solution was heated in an 80 °C oil bath for 20 hours. The reaction was quenched with water (100 mL) and the aqueous layer extracted with EtOAc (3 x 100 mL). The combined organic layers were washed with saturated aqueous NaCl (100 mL), dried with magnesium sulfate (MgS04), and concentrated. The residue was purified by silica gel chromatography using ISCO.(TM). (330 g Si02, 0-20percent EtOAc/hexane) to give tert-butyl 3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-l(2H)-carboxylate and tert-butyl 5- (4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-l(2H)-carboxylate (7.29 g, 23.58 mmol, 62.1 percent yield) (inseperable 2: 1 mixture of olefin regioisomers) as a white solid.
 

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