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[ CAS No. 900152-53-6 ]

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Chemical Structure| 900152-53-6
Chemical Structure| 900152-53-6
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Product Details of [ 900152-53-6 ]

CAS No. :900152-53-6 MDL No. :MFCD11855851
Formula : C13H23BO4Si Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :282.22 g/mol Pubchem ID :-
Synonyms :

Safety of [ 900152-53-6 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 900152-53-6 ]

  • Downstream synthetic route of [ 900152-53-6 ]

[ 900152-53-6 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 1092835-48-7 ]
  • [ 900152-53-6 ]
  • [ 89701-84-8 ]
YieldReaction ConditionsOperation in experiment
93% Stage #1: C14H16O6; [3-[tert-butyl(dimethyl)silyl]oxy-4-methoxyphenyl]boronic acid With copper (I) acetate In methanol at 28℃; for 6h; Inert atmosphere; Stage #2: With hydrogenchloride In methanol for 6h; Inert atmosphere; Reflux;
  • 2
  • [ 900152-53-6 ]
  • [ 1092835-49-8 ]
  • [ 10386-55-7 ]
YieldReaction ConditionsOperation in experiment
98% Stage #1: [3-[tert-butyl(dimethyl)silyl]oxy-4-methoxyphenyl]boronic acid; C15H18O7 With copper (I) acetate In methanol at 28℃; for 6h; Inert atmosphere; Stage #2: With hydrogenchloride In methanol for 6h; Inert atmosphere; Reflux;
  • 3
  • [ 1092835-50-1 ]
  • [ 900152-53-6 ]
  • [ 88126-45-8 ]
YieldReaction ConditionsOperation in experiment
76% Stage #1: methyl 3-(4,6-dimethoxy-2-(methoxymethyl ether)-phenyl)propiolate; [3-[tert-butyl(dimethyl)silyl]oxy-4-methoxyphenyl]boronic acid With copper (I) acetate In methanol at 28℃; for 6h; Inert atmosphere; Stage #2: With hydrogenchloride In methanol for 6h; Inert atmosphere; Reflux;
  • 4
  • [ 900152-53-6 ]
  • [ 1123269-01-1 ]
  • [ 1123268-72-3 ]
YieldReaction ConditionsOperation in experiment
28% With palladium diacetate; triphenylphosphine; cesium fluoride In tetrahydrofuran at 66℃; Inert atmosphere; stereoselective reaction;
  • 5
  • [ 900152-53-6 ]
  • [ 1123268-96-1 ]
  • [ 1123268-84-7 ]
YieldReaction ConditionsOperation in experiment
50% With palladium diacetate; triphenylphosphine; cesium fluoride In tetrahydrofuran at 66℃; Inert atmosphere; stereoselective reaction;
  • 6
  • [ 900152-53-6 ]
  • [ 1333853-90-9 ]
  • [ 1333853-93-2 ]
YieldReaction ConditionsOperation in experiment
53% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 85℃; for 24h; Inert atmosphere; 6.1.3.9. 2-(1-(3-Tert-butyldimethylsilyloxy-4-methoxyphenyl)-1-(3,4,5-trimethoxyphenyl)methylene)-1,3-diacetate-propan-1,3-diol (25) In a dry round-bottomed flask equipped with a condenser flushed with argon, 5 mL of dry DME, compound 23 (151 mg, 0.362 mmol, 1 eq), boronic acid (2 eq), 2 M K2CO3 aqueous solution (4 eq) were stirred during 10 min. Pd(PPh3)4 (20 mg, 0.018 mmol, 0.05 eq) was added as solids. The reaction mixture was stirred and heated at 85 °C during 24 h. The reaction was then allowed to cool to room temperature and was evaporated to dryness under reduced pressure. The residue was diluted with ethyl acetate (50 mL) and washed with NH4Cl (2 × 5 mL). The dried organic layer was concentrated under reduced pressure and the residue was purified by chromatography (n-hexane/EtOAc). Yield: 53% as a pale yellow solid; Rf = 0.62 (Hexane/EtOAc 1/1); IR (film) ν 2954, 2933, 2857, 1742, 1642, 1580, 1508 cm-1; 1H NMR (CDCl3, 400 MHz) δ 0.11 (s, 6H, Si(CH3)2), 0.96 (s, 9H, SiC(CH3)3), 2.08 (s, 3H, OCOCH3), 2.09 (s, 3H, OCOCH3), 3.77 (s, 6H, OCH3), 3.81 (s, 3H, OCH3), 3.85 (s, 3H, OCH3), 4.68 (s, 2H, CH2), 4.70 (s, 2H, CH2), 6.36 (s, 2H, H-Ar), 6.69 (s, 1H, H-Ar), 6.70 (m, 1H, H-Ar), 6.79 (m, 1H, H-Ar); 13C NMR (CDCl3, 62.9 MHz) δ -4.7 (2 Si(CH3)2), 18.4 (OCOCH3), 20.9 (OCOCH3), 21.0 (SiC(CH3)3), 25.6 (3 SiC(CH3)3), 55.4 (OCH3), 56.0 (2 OCH3), 60.9 (OCH3), 63.3 (CH2), 63.4 (CH2), 106.7 (2 C-Ar), 111.5 (C-Ar), 122.2 (C-Ar), 123.0 (C-Ar), 126.0 (CC), 132.7 (C-Ar), 136.2 (C-Ar), 137.7 (C-Ar), 144.4 (C-Ar), 149.0 (CC), 150.9 (C-Ar), 152.8 (2 C-Ar), 170.7 (OCOCH3), 170.8 (OCOCH3); HRMS (ESI) calculated for C30H42NaO9Si: 597.2490, [M + H]+ found 597.2492.
  • 7
  • [ 900152-53-6 ]
  • [ 1333853-56-7 ]
  • [ 1333853-72-7 ]
YieldReaction ConditionsOperation in experiment
70% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 85℃; for 24h; Inert atmosphere; 6.1.3. General procedure for second cross-coupling reaction General procedure: In a dry round-bottomed flask equipped with a condenser flushed with argon, 5 mL of dry DME, bromo-exo-glycals 2 or 4 (0.362 mmol), boronic acid (2 eq), 2 M K2CO3 aqueous solution (4 eq) were stirred for 10 min. Solid Pd(PPh3)4 (20 mg, 0.018 mmol, 0.05 eq) was then added. The reaction mixture was stirred and heated at 85 °C during 24 h. The reaction was then allowed to cool to room temperature and was evaporated to dryness under reduced pressure. The residue was diluted with ethyl acetate (50 mL) and washed with NH4Cl (2 × 5 mL). The dried organic layer was evaporated under reduced pressure and the residue was purified by chromatography (n-hexane/EtOAc).
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