Alternatived Products of [ 155826-85-0 ]
Product Details of [ 155826-85-0 ]
CAS No. : 155826-85-0
MDL No. :
Formula :
C10 H13 BO3
Boiling Point :
-
Linear Structure Formula : -
InChI Key : VJYUVWJFKJTXTK-UHFFFAOYSA-N
M.W : 192.02 g/mol
Pubchem ID : 10535731
Synonyms :
Calculated chemistry of [ 155826-85-0 ]
Physicochemical Properties
Num. heavy atoms :
14
Num. arom. heavy atoms :
6
Fraction Csp3 :
0.4
Num. rotatable bonds :
2
Num. H-bond acceptors :
3.0
Num. H-bond donors :
0.0
Molar Refractivity :
54.91
TPSA :
27.69 Ų
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) :
-6.05 cm/s
Lipophilicity
Log Po/w (iLOGP) :
0.0
Log Po/w (XLOGP3) :
2.0
Log Po/w (WLOGP) :
0.83
Log Po/w (MLOGP) :
0.56
Log Po/w (SILICOS-IT) :
1.08
Consensus Log Po/w :
0.89
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
1.0
Bioavailability Score :
0.55
Water Solubility
Log S (ESOL) :
-2.48
Solubility :
0.642 mg/ml ; 0.00334 mol/l
Class :
Soluble
Log S (Ali) :
-2.21
Solubility :
1.19 mg/ml ; 0.00619 mol/l
Class :
Soluble
Log S (SILICOS-IT) :
-2.88
Solubility :
0.254 mg/ml ; 0.00132 mol/l
Class :
Soluble
Medicinal Chemistry
PAINS :
0.0 alert
Brenk :
1.0 alert
Leadlikeness :
1.0
Synthetic accessibility :
2.61
Safety of [ 155826-85-0 ]
Application In Synthesis of [ 155826-85-0 ]
* 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 [ 155826-85-0 ]
1
[ 155826-85-0 ]
[ 175791-65-8 ]
[ 175791-66-9 ]
Yield Reaction Conditions Operation in experiment
60%
In N,N-dimethyl-formamide at 100℃;
2
[ 1942-45-6 ]
[ 155826-85-0 ]
(E)-1-methoxy-4-(oct-4-en-4-yl)benzene
[ No CAS ]
1-Methoxy-4-((1Z,3E)-1,2,3-tripropyl-hepta-1,3-dienyl)-benzene
[ No CAS ]
Yield Reaction Conditions Operation in experiment
With water In dibutyl ether at 80℃; for 5h; Title compound not separated from byproducts.;
3
[ 513-81-5 ]
[ 155826-85-0 ]
[ 29143-06-4 ]
2,3-dimethyl-3-(4-methoxyphenyl)-1-butene
[ No CAS ]
Yield Reaction Conditions Operation in experiment
With triphenylphosphine; butan-1-ol In 1,4-dioxane at 100℃; for 2h;
4
[ 155826-85-0 ]
[ 2132-80-1 ]
Yield Reaction Conditions Operation in experiment
87%
With 1,3-bis-(diphenylphosphino)propane; oxygen In dimethyl sulfoxide at 80℃; for 26h;
5
[ 100-52-7 ]
[ 155826-85-0 ]
[ 720-44-5 ]
Yield Reaction Conditions Operation in experiment
88%
With 4-Octyne; water In 1,4-dioxane at 80℃; for 12h;
6
[ 66-25-1 ]
[ 155826-85-0 ]
1-(4-methoxylphenyl)-1-hexanol
[ No CAS ]
Yield Reaction Conditions Operation in experiment
80%
With 4-Octyne; water In 1,4-dioxane at 80℃; for 12h;
7
[ 5720-07-0 ]
[ 504-63-2 ]
[ 155826-85-0 ]
Yield Reaction Conditions Operation in experiment
97%
In dichloromethane at 20℃;
With magnesium sulfate In diethyl ether at 20℃; for 9h;
In dichloromethane at 20℃; Inert atmosphere;
In dichloromethane at 20℃; Inert atmosphere;
In dichloromethane at 20℃; for 16h; Sealed tube;
In toluene at 80℃; Schlenk technique; Inert atmosphere;
Reference:
[1]Dastbaravardeh, Navid; Schnuerch, Michael; Mihovilovic, Marko D.
[Organic Letters, 2012, vol. 14, # 7, p. 1930 - 1933]
[2]Takahashi, Go; Shirakawa, Eiji; Tsuchimoto, Teruhisa; Kawakami, Yusuke
[Chemical Communications, 2005, # 11, p. 1459 - 1461]
[3]Oda, Susumu; Yamamoto, Hisashi
[Angewandte Chemie - International Edition, 2013, vol. 52, # 31, p. 8165 - 8168][Angew. Chem., 2013, vol. 125, # 31, p. 8323 - 8326,4]
[4]Salim Lew, Tedrick Thomas; Wen Lim, Diane Shu; Zhang, Yugen
[Green Chemistry, 2015, vol. 17, # 12, p. 5140 - 5143]
[5]Dimakos, Victoria; Liu, Jacklyn J. W.; Ge, Zhenlu; Taylor, Mark S.
[Organic and Biomolecular Chemistry, 2019, vol. 17, # 23, p. 5671 - 5674]
[6]Li, Gen; Qin, Ziyang; Radosevich, Alexander T.
[Journal of the American Chemical Society, 2020, vol. 142, # 38, p. 16205 - 16210]
8
[ 1000-87-9 ]
[ 155826-85-0 ]
[ 57095-04-2 ]
Yield Reaction Conditions Operation in experiment
79%
With (γ-N,N-dimethylaminopropyl)diphenylphosphine In 1-methyl-pyrrolidin-2-one; water at 80℃; for 24h;
9
[ 821-74-9 ]
[ 155826-85-0 ]
(Z)-6-(4-methoxyphenyl)-4-nonene
[ No CAS ]
(E)-6-(4-methoxyphenyl)-4-nonene
[ No CAS ]
(Z)-5-(4-methoxyphenyl)-4-nonene
[ No CAS ]
Yield Reaction Conditions Operation in experiment
With (γ-N,N-dimethylaminopropyl)diphenylphosphine In 1-methyl-pyrrolidin-2-one; water at 80℃; for 24h; Title compound not separated from byproducts;
10
[ 78-94-4 ]
[ 155826-85-0 ]
[ 104-20-1 ]
Yield Reaction Conditions Operation in experiment
41%
With water; diphenyl acetylene In 1,4-dioxane at 60℃; for 24h;
11
[ 155826-85-0 ]
[ 70720-38-6 ]
[ 1388624-21-2 ]
Yield Reaction Conditions Operation in experiment
39%
With dodecacarbonyl-triangulo-triruthenium In 3,3-dimethyl-butan-2-one at 140℃; Inert atmosphere; regioselective reaction;
12
[ 155826-85-0 ]
[ 70720-38-6 ]
[ 1370412-41-1 ]
Yield Reaction Conditions Operation in experiment
39%
With 3,3-dimethyl-butan-2-one; dodecacarbonyl-triangulo-triruthenium at 140℃; for 24h; Inert atmosphere;
13
[ 886501-07-1 ]
[ 155826-85-0 ]
[ 1416556-07-4 ]
Yield Reaction Conditions Operation in experiment
61%
With 3,3-dimethyl-butan-2-one; dodecacarbonyl-triangulo-triruthenium at 140℃; for 24h; Inert atmosphere;
14
[ 155826-85-0 ]
2-(piperidin-1-yl)-3-trifluoromethylpyridine
[ No CAS ]
[ 1431616-04-4 ]
Yield Reaction Conditions Operation in experiment
16%
With copper(ll) sulfate pentahydrate; dodecacarbonyl-triangulo-triruthenium; trimethyleneglycol In o-xylene at 135℃; for 36h; Inert atmosphere;
15
[ 1481723-17-4 ]
[ 155826-85-0 ]
C27 H54 O3 Si4
[ No CAS ]
Yield Reaction Conditions Operation in experiment
78%
Stage #1: tris(triethylsilyl)silyl triflate With potassium hexamethylsilazane In toluene at -78℃; for 1h; Inert atmosphere;
Stage #2: 4-methoxylphenylboronic acid 1,3-propanediol ester In toluene at -78 - 0℃; for 1h; Inert atmosphere;
Reference:
[1]Oda, Susumu; Yamamoto, Hisashi
[Angewandte Chemie - International Edition, 2013, vol. 52, # 31, p. 8165 - 8168][Angew. Chem., 2013, vol. 125, # 31, p. 8323 - 8326,4]
16
[ 155826-85-0 ]
[ 768392-43-4 ]
[ 1301717-33-8 ]
(R)-3-(4-methoxyphenyl)-3-phenyl-1-butene
[ No CAS ]
Yield Reaction Conditions Operation in experiment
88 % ee
Stage #1: 4-methoxylphenylboronic acid 1,3-propanediol ester With 1-((1S,2S)-2-hydroxyindan-1-yl)-3-pentamethylphenylimidazolinium hexafluorophosphate; sodium methylate; copper(l) chloride In tetrahydrofuran at 20℃; for 0.0833333h;
Stage #2: (E)-diethyl (3-phenylbut-2-en-1-yl) phosphate In tetrahydrofuran at 30℃; for 40h; Overall yield = 90 %; enantioselective reaction;
17
[ 155826-85-0 ]
[ 768392-43-4 ]
[ 1334512-30-9 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1.1: 1-((1S,2S)-2-hydroxyindan-1-yl)-3-pentamethylphenylimidazolinium hexafluorophosphate; copper(l) chloride; sodium methylate / tetrahydrofuran / 0.08 h / 20 °C
1.2: 40 h / 30 °C
2.1: dimethylsulfide borane complex / tetrahydrofuran / 1 h / 0 - 20 °C
2.2: 1 h / 0 - 20 °C
18
[ 14660-45-8 ]
[ 155826-85-0 ]
[ 100-09-4 ]
Yield Reaction Conditions Operation in experiment
95 %Spectr.
With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I) In tetrahydrofuran at 70℃; for 16h; Inert atmosphere; Sealed tube;
19
[ 155826-85-0 ]
[ 54132-75-1 ]
[ 127291-98-9 ]
Yield Reaction Conditions Operation in experiment
70%
With copper(l) iodide; lithium tert-butoxide In N,N-dimethyl-formamide at 140℃; for 16h; Inert atmosphere;
20
[ 120-92-3 ]
[ 155826-85-0 ]
[ 1671-76-7 ]
Yield Reaction Conditions Operation in experiment
55%
With 3-methylpyridin-2-ylamine; chlorobis(ethylene)rhodium(I) dimer; ethyl crotonate; 1,3-bis(2,4,6-trimethylphenyl)4,5-dimethyl-1,3-dihydro-2H-imidazol-2-ylidene; water; toluene-4-sulfonic acid In 2-methyltetrahydrofuran at 150℃; for 120h; Inert atmosphere; Glovebox; Sealed tube;
21
2,3,4,6-tetra-O-benzyl-D-mannopyranose
[ No CAS ]
[ 155826-85-0 ]
4-methoxyphenyl-2,3,4,6-tetra-O-benzyl-D-mannopyranoside
[ No CAS ]
[ 173597-19-8 ]
Yield Reaction Conditions Operation in experiment
77.778 % de
With copper diacetate; triethylamine In acetonitrile at 40℃; Sealed tube; Overall yield = 52 %; stereoselective reaction;
22
7-bromo-2-hydroxy-9-methyl-2-(trifluoromethyl)-1,2-dihydro-3H-pyrrolo[1,2-α]indol-3-one
[ No CAS ]
[ 155826-85-0 ]
2-hydroxy-7-(4-methoxyphenyl)-9-methyl-2-(trifluoromethyl)-1,2-dihydro-3H-pyrrolo[1,2-α]indol-3-one
[ No CAS ]
Yield Reaction Conditions Operation in experiment
68%
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 80℃;
Reference:
[1]Wang, Le; Wang, Le; Zhou, Jia; Chen, Han-Qia; Li, Dong-Li; Lin, Jun-Bing; Lin, Jun-Bing; Li, Ke; Ding, Tong-Mei; Zhang, Shu-Yu; Zhang, Shu-Yu
[Organic Letters, 2020, vol. 22, # 12, p. 4716 - 4720]
23
[ 75-52-5 ]
[ 155826-85-0 ]
[ 5961-59-1 ]
Yield Reaction Conditions Operation in experiment
62%
With 1,2,2,3,4,4-hexamethylphosphetane 1-oxide; phenylsilane at 120℃; for 36h; Schlenk technique; Inert atmosphere; chemoselective reaction;
24
[ 624-31-7 ]
[ 155826-85-0 ]
[ 53040-92-9 ]
Yield Reaction Conditions Operation in experiment
87%
With potassium phosphate In 1,4-dioxane at 115℃; for 30h; Inert atmosphere;