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[ CAS No. 2713-33-9 ] {[proInfo.proName]}

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Chemical Structure| 2713-33-9
Chemical Structure| 2713-33-9
Structure of 2713-33-9 * Storage: {[proInfo.prStorage]}

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Product Details of [ 2713-33-9 ]

CAS No. :2713-33-9 MDL No. :MFCD00010315
Formula : C6H4F2O Boiling Point : -
Linear Structure Formula :- InChI Key :BNPWVUJOPCGHIK-UHFFFAOYSA-N
M.W : 130.09 Pubchem ID :75927
Synonyms :

Calculated chemistry of [ 2713-33-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 28.38
TPSA : 20.23 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.63 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.39
Log Po/w (XLOGP3) : 2.06
Log Po/w (WLOGP) : 2.51
Log Po/w (MLOGP) : 2.34
Log Po/w (SILICOS-IT) : 2.23
Consensus Log Po/w : 2.11

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.44
Solubility : 0.475 mg/ml ; 0.00365 mol/l
Class : Soluble
Log S (Ali) : -2.11
Solubility : 1.0 mg/ml ; 0.0077 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.34
Solubility : 0.591 mg/ml ; 0.00454 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.06

Safety of [ 2713-33-9 ]

Signal Word:Danger Class:8,4.1
Precautionary Statements:P210-P280-P305+P351+P338-P310 UN#:2921
Hazard Statements:H228-H302+H312-H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 2713-33-9 ]

* 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 [ 2713-33-9 ]

[ 2713-33-9 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 2713-33-9 ]
  • [ 117902-15-5 ]
  • 2
  • [ 2713-33-9 ]
  • [ 17701-61-0 ]
  • C18H18F2O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
83% With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 130℃; for 2.5h; Take compound XIII-2 (833mg, 3.07mmol) and dissolve it in N, N-dimethylformamide (8mL, 0.38M).2,4-difluorophenol (624 mg, 4.8 mmol) was added sequentially,Potassium carbonate (829mg, 6mmol),Potassium iodide (132mg, 0.8mmol),The temperature was raised to 130 C.After 2.5 hours of reaction,TLC monitors the end of the reaction.Reduce the reaction solution to room temperature.Add water (80mL),Ethyl acetate extraction (10mL x 5),Combined organic phases,Wash with saturated brine (20mL x 2),Dry over anhydrous sodium sulfate.The solvent was distilled off under reduced pressure,The residue was purified by column chromatography (eluent: petroleum ether / ethyl acetate = 50/1),Compound XIII-3 was obtained (yellow oil, 818 mg, yield 83%).
  • 3
  • [ 2713-33-9 ]
  • [ 158690-56-3 ]
  • C13H17F2NO3 [ No CAS ]
  • 4
  • [ 2713-33-9 ]
  • [ 109431-87-0 ]
  • tert-butyl (3S)-3-(3,4-difluorophenoxy)pyrrolidine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 60℃; for 48h; To an ice-cooled solution of 3,4-difluorophenol (0.250 g, 1.92 mmol), tert-butyl (3R)-3- hydroxypyrrolidine-1-carboxylate (359 mg, 1.92 mmol) and triphenylphosphine (553 mg, 2.11 mmol) in tetrahydrofuran (4.80 mL) at 25 C was added diisopropyl azodicarboxylate (414 μL, 2.11 mmol) dropwise. The reaction mixture was stirred at 60 C for 48 h, then concentrated under reduced pressure. The crude oil was diluted with diethyl ether (10 mL) and then 1 M aqueous sodium hydroxide (10 mL) was added. The aqueous layer was extracted with diethyl ether (10 mL x 2). The combined organic layers were dried over magnesium sulfate, filtered and concentrated in vacuo. The crude material was purified via column chromatography (ISCO, 24 g silica gel, 0-20% ethyl acetate in hexanes over 20 min gradient) to give tert-butyl (3S)-3-(3,4-difluorophenoxy)pyrrolidine-1-carboxylate (400 mg, 1.33 mmol, 70%) as a yellow solid.1H NMR (300 MHz, Chloroform-d) d 7.08 (dt, J = 10.2, 9.1 Hz, 1H), 6.71 (ddd, J = 11.9, 6.6, 3.0 Hz, 1H), 6.58 (dtd, J = 9.2, 3.2, 1.8 Hz, 1H), 4.80 (dq, J = 6.1, 2.5 Hz, 1H), 3.68- 3.41 (m, 4H), 2.12 (dtd, J = 18.1, 13.4, 9.8 Hz, 2H), 1.48 (s, 9H).
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