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[ CAS No. 914397-60-7 ]

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Chemical Structure| 914397-60-7
Chemical Structure| 914397-60-7
Structure of 914397-60-7 * Storage: {[proInfo.prStorage]}

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Product Details of [ 914397-60-7 ]

CAS No. :914397-60-7 MDL No. :MFCD08704669
Formula : C8H9BO4 Boiling Point : 433.768°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :179.97 g/mol Pubchem ID :-
Synonyms :

Safety of [ 914397-60-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 914397-60-7 ]

  • Downstream synthetic route of [ 914397-60-7 ]

[ 914397-60-7 ] Synthesis Path-Downstream   1~5

  • 1
  • (3-(cyanomethyl)phenyl)boronic acid [ No CAS ]
  • [ 914397-60-7 ]
YieldReaction ConditionsOperation in experiment
77% Stage #1: (3-(cyanomethyl)phenyl)boronic acid With potassium hydroxide In water; ethylene glycol at 155℃; for 18h; Stage #2: With sulfuric acid In water; ethylene glycol 7 7. Preparation of 3-(carboxymethyl)phenylboronic acid 7. Preparation of 3-(carboxymethyl)phenylboronic acid 5 g (31.1 mmol) of 3-(cyanomethylphenyl)boronic acid and 5.23 g (93.3 mmol, 3 eq.) of potassium hydroxide were suspended in 20 ml of ethylene glycol and 2 ml of water and heated to 155° C. with stirring. After 18 h, the mixture was allowed to cool, and was diluted with 20 ml of 10% sulfuric acid and extracted twice with 20 ml each time of dichloromethane. The combined organic phases were concentrated and the residue was recrystallized from heptane. 4.31 g (23.95 mmol, 77%) of the product were obtained as a pale yellow solid.
  • 2
  • [ 914397-60-7 ]
  • [ 1333400-68-2 ]
  • [ 1333400-70-6 ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate In 1,2-dimethoxyethane; ethanol; water at 160℃; for 0.25h; Microwave irradiation; B.1.4 Intermediate 4: [2'-(1 ert-Butoxycarbonylamino-ethyl)-5'-(pyridin-4-ylcarbarnoyl)-biphenyl-3- yl]-acetic acidTo a solution of {1-[2-bromo-4-(pyridine-4-ylcarbamoyl)-phenyl]-ethyl}-carbamic acid tert-butyl ester (1951 pmol) in a mixture of DME/EtOH/2N Na2C03: 1/1 /1 (10 ml) were added 3- carboxymethylphenylboronic acid (1.5 eq) and Pd tetrakis (0.05 eq). The reaction mixture was heated in the microwave at 160°C for 15 minutes. The reaction mixture was cooled to RT, filtered over celite and washed with EtOAc and MeOH. The solvents were removed under reduced pressure. The compound was purified by column chromatography (silicagel, DCM/MeOH gradient).
  • 3
  • [ 914397-60-7 ]
  • [ 1390665-75-4 ]
  • [ 1390666-27-9 ]
YieldReaction ConditionsOperation in experiment
16% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In N,N-dimethyl-formamide at 60℃; for 8h; Inert atmosphere; Step 4. Suzuki coupling was carried out by using either palladium (0) or palladium (II). General procedure: Under a nitrogen atmosphere, to a mixture of compound 13 (1 g, 2 mmol, 1 eq), 3,4 - methylenedioxyphenyl boronic acid (0.4 g , 2.46 mmol, 1.2 eq) in DMF (5 mL) was added palladium (0) tetrakis(triphenylphosphine) (0.162 g, 0.14 mmol 0.07 eq). The mixture was stirred at 60 oC for 8 h, diluted with EtOAc, and quenched with saturated NaHCO3. The organic phase was washed with brine, dried over MgSO4, filtered, and concentrated. The residue was purified by normal phase column (EtOAc in hexane 25%-50%) to yield the desired product (0.92 g, 1.7mmol, 86% yield).
  • 4
  • [ 914397-60-7 ]
  • [ 1611473-74-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1.33 h / 0 - 20 °C 2: triethylamine / dichloromethane / 2.5 h / 0 - 20 °C
  • 5
  • [ 914397-60-7 ]
  • C8H8BClO3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 1.33h; 148.a a) 3-(2-(Hexylamino)-2-oxoethyl)phenylboronic acid a) 3-(2-(Hexylamino)-2-oxoethyl)phenylboronic acid H In a 25 mL round-bottomed flask, 2-(3-boronophenyl)acetic acid (200 mg, 1.11 mmol) was combined with dichloromethane (20.0 ml) and 3 drops dimethylformamide to give a light yellow solution. Under cooling oxalyl chloride (705 mg, 486 μ, 5.56 mmol) was added slowly. The mixture was stirred for 20 minutes at 0°C and then for 1 hour at room temperature. The reaction mixture was concentrated in vacuo, diluted with dichloromethane (20.0 ml) and added to a mixture of triethylamine (236 mg, 325 μ, 2.33 mmol) and hexan-l-amine (112 mg, 1.11 mmol) in dichloromethane (20.0 ml) at 0°C. The mixture was stirred at 0°C for 30 minutes and then for 2 hours at room temperature. The reaction mixture was concentrated in vacuo, poured into 20 ml 1 M hydrochloric acid and extracted with ethyl acetetae (3 x 50 ml). The organic layers were dried over magnesium sulfate and concentrated in vacuo. The material was triturated with ethyl acetate (1 ml). The solid was filtered through sintered glass and dried in vacuo to yield the title compound (87mg, 30%) as off-white solid. MS: m/e = 264.4 [M+H]+.
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