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[ CAS No. 600-22-6 ] {[proInfo.proName]}

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Chemical Structure| 600-22-6
Chemical Structure| 600-22-6
Structure of 600-22-6 * Storage: {[proInfo.prStorage]}

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Product Details of [ 600-22-6 ]

CAS No. :600-22-6 MDL No. :MFCD00008754
Formula : C4H6O3 Boiling Point : -
Linear Structure Formula :CH3C(O)C(O)OCH3 InChI Key :CWKLZLBVOJRSOM-UHFFFAOYSA-N
M.W : 102.09 Pubchem ID :11748
Synonyms :
Chemical Name :Methyl 2-oxopropanoate

Calculated chemistry of [ 600-22-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 7
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.5
Num. rotatable bonds : 2
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 22.83
TPSA : 43.37 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.92 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.25
Log Po/w (XLOGP3) : 0.0
Log Po/w (WLOGP) : -0.25
Log Po/w (MLOGP) : -0.5
Log Po/w (SILICOS-IT) : -0.02
Consensus Log Po/w : 0.09

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -0.34
Solubility : 46.6 mg/ml ; 0.456 mol/l
Class : Very soluble
Log S (Ali) : -0.46
Solubility : 35.2 mg/ml ; 0.345 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.22
Solubility : 61.9 mg/ml ; 0.607 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.0

Safety of [ 600-22-6 ]

Signal Word:Danger Class:3
Precautionary Statements:P210-P403+P235 UN#:3272
Hazard Statements:H225 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 600-22-6 ]

* 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 [ 600-22-6 ]

[ 600-22-6 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 600-22-6 ]
  • [ 6972-82-3 ]
  • [ 2625-22-1 ]
  • 2
  • [ 7504-94-1 ]
  • [ 600-22-6 ]
  • 2-(Pyrimidin-2-yl-hydrazono)-propionic acid methyl ester [ No CAS ]
  • 3
  • [ 600-22-6 ]
  • [ 2051-99-2 ]
  • [ 101970-32-5 ]
  • 4
  • [ 580-15-4 ]
  • [ 600-22-6 ]
  • [ 1310688-86-8 ]
YieldReaction ConditionsOperation in experiment
59% With nitric acid; In water; acetonitrile; at 80℃;Inert atmosphere; General procedure: A mixture of α-ketoester 1 (1.5 mmol), arylamine 2 (1 mmol), HNO3 (10 mol %), and CH3CN (1.5 mL) was stirred at 80 C for the indicated time until complete consumption of the starting material as monitored by TLC analysis. The solvents were removed by rotary evaporation to provide raw products. Then the affording residue was purified by flash chromatography to give the desired products.1H NMR (600 MHz, CDCl3) δ[ppm] 1.58 (s, 3H, CH3), 3.74 (s, 3H, CH3), 3.82 (s, 3H, CH3), 4.98 (s, 1H, NH), 6.50 (s, 1H, CH), 7.19-7.20 (d, J = 8.8 Hz, 1H, ar), 7.24-7.25 (d, J = 4.3 Hz, 1H, CH, ar), δ= 7.72-7.73 (d, J = 8.4 Hz, 1H, CH, ar), 7.90-7.92 (d, J = 8.8 Hz, 1H, CH, ar), 8.65-8.66 (d, J = 4.0 Hz, 1H, CH, ar); 13C NMR (150 MHz, CDCl3) δ[ppm] 25.6, 52.3, 52.9, 58.0, 109.7, 120.4, 120.7, 125.5, 129.6, 130.6, 131.4, 132.2, 142.2, 144.0, 146.6, 168.8, 174.1; HRMS calcd for C17H17N2O4: 313.1183, found 313.1182.
  • 5
  • [ 600-22-6 ]
  • [ 70298-89-4 ]
  • methyl 2-{4-[(2,2-dimethyl-1-oxopropyl)amino]pyridin-3-yl}-2-hydroxypropanoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
49% General procedure: To a stirred solution of 1a (0.36 g, 2.0mmol) in THF (5 mL) at ?78 C was added n-BuLi (1.6 M in hexane; 4.0 mmol) dropwise. After 15 min,temperature was raised to 0 C and stirring was continued for 2.5 h. Then, the mixture was cooled to ?78C and MeCOCO2Me (0.20 g, 2.0 mmol) was added dropwise. The resulting mixture was graduallywarmed to 0 C, treated with saturated aqueous NH4Cl (20 mL), and extracted with AcOEt (3 × 15 mL).The combined extracts were washed with brine (15 mL), dried (Na2SO4), and concentrated by evaporation.The residue was purified by column chromatography on SiO2 (AcOEt/hexane 1:3) to afford 2a (0.28 g,50percent);
  • 6
  • [ 600-22-6 ]
  • [ 16732-66-4 ]
  • C10H11BrN2O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
345 mg With sodium acetate; In methanol; at 20℃; for 1.5h; Reference Example 6 [Step a] To a solution of compound 1 (500 mg, 2.23 mmol) in methanol (5.00 mL) were added methyl pyruvate (300 muL, 2.65 mmol) and sodium acetate (210 mg, 2.56 mmol), and the mixture was stirred at room temperature for 1 hr 30 min. To the reaction solution was added water, and the mixture was extracted with diethyl ether. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, filtered, and concentration under reduced pressure to give a yellow solid (571 mg). The obtained yellow solid (471 mg) was purified by silica gel chromatography to give compound 2 (345 mg). MS(ESI)m/z: 271, 273(M+1)+.
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