Home Cart 0 Sign in  

[ CAS No. 60677-14-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 60677-14-7
Chemical Structure| 60677-14-7
Structure of 60677-14-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 60677-14-7 ]

Related Doc. of [ 60677-14-7 ]

Alternatived Products of [ 60677-14-7 ]

Product Details of [ 60677-14-7 ]

CAS No. :60677-14-7 MDL No. :MFCD06204298
Formula : C16H12O Boiling Point : -
Linear Structure Formula :- InChI Key :LBKYKBFMRILRCT-UHFFFAOYSA-N
M.W : 242.27 Pubchem ID :15674478
Synonyms :

Calculated chemistry of [ 60677-14-7 ]

Physicochemical Properties

Num. heavy atoms : 18
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.13
Num. rotatable bonds : 5
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 69.04
TPSA : 35.53 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.51 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.13
Log Po/w (XLOGP3) : 4.6
Log Po/w (WLOGP) : 3.66
Log Po/w (MLOGP) : 3.32
Log Po/w (SILICOS-IT) : 3.31
Consensus Log Po/w : 3.6

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.4
Solubility : 0.00957 mg/ml ; 0.0000395 mol/l
Class : Moderately soluble
Log S (Ali) : -5.07
Solubility : 0.00206 mg/ml ; 0.0000085 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -5.14
Solubility : 0.00175 mg/ml ; 0.00000721 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.16

Safety of [ 60677-14-7 ]

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 [ 60677-14-7 ]

* 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.

  • Upstream synthesis route of [ 60677-14-7 ]
  • Downstream synthetic route of [ 60677-14-7 ]

[ 60677-14-7 ] Synthesis Path-Upstream   1~11

  • 1
  • [ 7781-98-8 ]
  • [ 98-80-6 ]
  • [ 60677-14-7 ]
YieldReaction ConditionsOperation in experiment
76% at 20℃; INTERMEDIATE 72 - PREPARATION of Ethyl 3-phenoxybenzoate. A mixture of ethyl 3-hydroxybenzoate (0.200 g; 1.20 mmol), benzeneboronic acid (0.294 g; 2.41 mmol), copper acetate (0.437 g; 2.41 mmol) and pyridine (0.195 mL; 2.42 mmol) in dichloromethane (8 mL) was stirred at room temperature overnight. The reaction mixture was filtered and concentrated in vacuo. The crude mixture was purified by flash chromatography on silica gel (eluent 5 to 35 percent ethyl acetate in heptane) to yield 0.222 g (76percent) of the title compound as a colourless oil. 1 H NMR (DMSO-d6) δ 7.73 (d, 1 H), 7.52 (t, 1 H), 7.44-7.41 (m, 3H), 7.31 (dd, 1 H), 7.21 (t, 1 H), 7.07 (d, 2H), 4.29 (q, 2H), 1.29 (t, 3H)
76% With pyridine; copper diacetate In dichloromethane at 20℃; A mixture of ethyl 3-hydroxybenzoate (0.200 g; 1.20 mmol), benzeneboronic acid (0.294 g; 2.41 mmol), copper acetate (0.437 g; 2.41 mmol) and pyridine (0.195 mL; 2.42 mmol) in dichloromethane (8 mL) was stirred at room temperature overnight. The reaction mixture was filtered and concentrated in vacuo. The crude mixture was purified by flash chromatography on silica gel (eluent 5 to 35percent ethyl acetate in heptane) to yield 0.222 g (76percent) of the title compound as a colourless oil. [0686] 1H NMR (DMSO-d6) δ 7.73 (d, 1H), 7.52 (t, 1H), 7.44-7.41 (m, 3H), 7.31 (dd, 1H), 7.21 (t, 1H), 7.07 (d, 2H), 4.29 (q, 2H), 1.29 (t, 3H)
Reference: [1] Patent: WO2012/80221, 2012, A1, . Location in patent: Page/Page column 94
[2] Patent: US2013/274260, 2013, A1, . Location in patent: Paragraph 0685-0686
  • 2
  • [ 1128-76-3 ]
  • [ 108-95-2 ]
  • [ 60677-14-7 ]
YieldReaction ConditionsOperation in experiment
21% With di-tert-butyl{2′-isopropoxy-[1,1′-binaphthalen]-2-yl}phosphane; potassium phosphate; bis(dibenzylideneacetone)-palladium(0) In toluene at 110℃; for 18 h; Inert atmosphere General procedure: An oven-dried Schlenk tube was evacuated and backfilled with nitrogen. The Schlenk tube was charged with Pd(bda)2 (11.5 mg,0.02 mmol), L1 (13.7 mg, 0.03 mmol), K3PO4 (424.5 mg, 2 mmol), and toluene (1.0 mL). After stirring for 15 min, the solution of arylhalide (1.0 mmol) and phenol (1.2 mmol) in toluene (1.5 mL) was added. The septum was replaced with an inside reflux condenser, and then the reaction mixture was stirred for 18 h at 110 C. Then,the reaction mixture was cooled to room temperature and quenched with water (5 mL). After separating the organic phase, the aqueous phase was extracted with ethyl acetate (3 mL3), and the combined organic phase was dried over anhydrous Na2SO4. The solvent was concentrated under reduced pressure, and then the crude material was purified by column chromatography on silica gel
Reference: [1] Tetrahedron, 2015, vol. 71, # 30, p. 4927 - 4932
  • 3
  • [ 591-50-4 ]
  • [ 7781-98-8 ]
  • [ 60677-14-7 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 2, p. 954 - 957
  • 4
  • [ 108-95-2 ]
  • [ 60677-14-7 ]
Reference: [1] Chemical Science, 2015, vol. 6, # 2, p. 1277 - 1281
  • 5
  • [ 64-17-5 ]
  • [ 3739-38-6 ]
  • [ 60677-14-7 ]
Reference: [1] Journal of Organic Chemistry, 2016, vol. 81, # 17, p. 7760 - 7770
  • 6
  • [ 64-17-5 ]
  • [ 50789-45-2 ]
  • [ 60677-14-7 ]
Reference: [1] Russian Journal of General Chemistry, 2014, vol. 84, # 11, p. 2264 - 2266[2] Zh. Obshch. Khim., 2014, vol. 84, # 11, p. 1906 - 1908,3
[3] Russian Journal of General Chemistry, 2014, vol. 84, # 11, p. 2264 - 2266[4] Zh. Obshch. Khim., 2014, vol. 84, # 11, p. 1906 - 1908,3
  • 7
  • [ 39515-51-0 ]
  • [ 60677-14-7 ]
Reference: [1] Russian Journal of General Chemistry, 2014, vol. 84, # 11, p. 2264 - 2266[2] Zh. Obshch. Khim., 2014, vol. 84, # 11, p. 1906 - 1908,3
[3] Russian Journal of General Chemistry, 2014, vol. 84, # 11, p. 2264 - 2266[4] Zh. Obshch. Khim., 2014, vol. 84, # 11, p. 1906 - 1908,3
  • 8
  • [ 74482-46-5 ]
  • [ 60677-14-7 ]
Reference: [1] Russian Journal of General Chemistry, 2014, vol. 84, # 11, p. 2264 - 2266[2] Zh. Obshch. Khim., 2014, vol. 84, # 11, p. 1906 - 1908,3
  • 9
  • [ 64-17-5 ]
  • [ 39515-51-0 ]
  • [ 60677-14-7 ]
Reference: [1] Bulletin of the Korean Chemical Society, 2011, vol. 32, # 6, p. 2070 - 2072
  • 10
  • [ 3739-38-6 ]
  • [ 60677-14-7 ]
Reference: [1] Russian Journal of General Chemistry, 2014, vol. 84, # 11, p. 2264 - 2266[2] Zh. Obshch. Khim., 2014, vol. 84, # 11, p. 1906 - 1908,3
  • 11
  • [ 64-17-5 ]
  • [ 3586-15-0 ]
  • [ 60677-14-7 ]
Reference: [1] Russian Journal of General Chemistry, 2014, vol. 84, # 11, p. 2264 - 2266[2] Zh. Obshch. Khim., 2014, vol. 84, # 11, p. 1906 - 1908,3
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 60677-14-7 ]

Aryls

Chemical Structure| 57830-14-5

[ 57830-14-5 ]

5-Phenoxyisobenzofuran-1(3H)-one

Similarity: 0.98

Chemical Structure| 78303-09-0

[ 78303-09-0 ]

Methyl 3-(p-tolyloxy)benzoate

Similarity: 0.98

Chemical Structure| 63196-11-2

[ 63196-11-2 ]

5-(4-Methoxyphenoxy)isobenzofuran-1,3-dione

Similarity: 0.96

Chemical Structure| 51988-36-4

[ 51988-36-4 ]

3-(Propionyloxy)benzoic acid

Similarity: 0.96

Chemical Structure| 23676-09-7

[ 23676-09-7 ]

Ethyl 4-ethoxybenzoate

Similarity: 0.96

Ethers

Chemical Structure| 57830-14-5

[ 57830-14-5 ]

5-Phenoxyisobenzofuran-1(3H)-one

Similarity: 0.98

Chemical Structure| 78303-09-0

[ 78303-09-0 ]

Methyl 3-(p-tolyloxy)benzoate

Similarity: 0.98

Chemical Structure| 63196-11-2

[ 63196-11-2 ]

5-(4-Methoxyphenoxy)isobenzofuran-1,3-dione

Similarity: 0.96

Chemical Structure| 23676-09-7

[ 23676-09-7 ]

Ethyl 4-ethoxybenzoate

Similarity: 0.96

Chemical Structure| 177429-27-5

[ 177429-27-5 ]

Ethyl 4-(benzyloxy)-3-hydroxybenzoate

Similarity: 0.94

Esters

Chemical Structure| 57830-14-5

[ 57830-14-5 ]

5-Phenoxyisobenzofuran-1(3H)-one

Similarity: 0.98

Chemical Structure| 78303-09-0

[ 78303-09-0 ]

Methyl 3-(p-tolyloxy)benzoate

Similarity: 0.98

Chemical Structure| 63196-11-2

[ 63196-11-2 ]

5-(4-Methoxyphenoxy)isobenzofuran-1,3-dione

Similarity: 0.96

Chemical Structure| 51988-36-4

[ 51988-36-4 ]

3-(Propionyloxy)benzoic acid

Similarity: 0.96

Chemical Structure| 23676-09-7

[ 23676-09-7 ]

Ethyl 4-ethoxybenzoate

Similarity: 0.96