Alternatived Products of [ 25240-59-9 ]
Product Details of [ 25240-59-9 ]
CAS No. : 25240-59-9
MDL No. : MFCD15143603
Formula :
C6 H13 BO3
Boiling Point :
-
Linear Structure Formula : -
InChI Key : ZZPNDIHOQDQVNU-UHFFFAOYSA-N
M.W :
143.98
Pubchem ID : 368290
Synonyms :
Calculated chemistry of [ 25240-59-9 ]
Physicochemical Properties
Num. heavy atoms :
10
Num. arom. heavy atoms :
0
Fraction Csp3 :
1.0
Num. rotatable bonds :
0
Num. H-bond acceptors :
3.0
Num. H-bond donors :
1.0
Molar Refractivity :
39.06
TPSA :
38.69 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 :
Yes
Log Kp (skin permeation) :
-6.71 cm/s
Lipophilicity
Log Po/w (iLOGP) :
0.0
Log Po/w (XLOGP3) :
0.66
Log Po/w (WLOGP) :
0.57
Log Po/w (MLOGP) :
-0.67
Log Po/w (SILICOS-IT) :
-0.31
Consensus Log Po/w :
0.05
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
1.0
Bioavailability Score :
0.55
Water Solubility
Log S (ESOL) :
-1.15
Solubility :
10.2 mg/ml ; 0.071 mol/l
Class :
Very soluble
Log S (Ali) :
-1.05
Solubility :
12.9 mg/ml ; 0.0894 mol/l
Class :
Very soluble
Log S (SILICOS-IT) :
-0.88
Solubility :
19.0 mg/ml ; 0.132 mol/l
Class :
Soluble
Medicinal Chemistry
PAINS :
0.0 alert
Brenk :
1.0 alert
Leadlikeness :
1.0
Synthetic accessibility :
2.1
Application In Synthesis of [ 25240-59-9 ]
* 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.
Upstream synthesis route of [ 25240-59-9 ]
Downstream synthetic route of [ 25240-59-9 ]
1
[ 25240-59-9 ]
[ 3857-83-8 ]
[ 256652-04-7 ]
2
[ 25240-59-9 ]
[ 32578-25-9 ]
[ 68716-48-3 ]
Yield Reaction Conditions Operation in experiment
33%
With triethylamine In 1,4-dioxane Heating;
3
[ 25240-59-9 ]
[ 60319-07-5 ]
[ 851231-30-6 ]
Yield Reaction Conditions Operation in experiment
93%
With triethylamine In 1,4-dioxane Heating;
4
[ 25240-59-9 ]
[ 99747-74-7 ]
[ 68716-52-9 ]
5
[ 25240-59-9 ]
[ 86364-03-6 ]
[ 635305-47-4 ]
6
[ 25240-59-9 ]
[ 108530-10-5 ]
[ 190788-61-5 ]
Yield Reaction Conditions Operation in experiment
90%
With triethylamine In 1,4-dioxane Heating;
7
[ 25240-59-9 ]
[ 79644-40-9 ]
[ 356570-53-1 ]
Yield Reaction Conditions Operation in experiment
99%
With triethylamine In 1,4-dioxane Heating;
8
[ 25240-59-9 ]
[ 154318-75-9 ]
[ 214360-66-4 ]
9
[ 25240-59-9 ]
[ 35387-94-1 ]
2-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolane)-3-methylanisole
[ No CAS ]
Yield Reaction Conditions Operation in experiment
With pyrographite; triethylamine In acetonitrile Sonication; to a soln. of I-anisole in degassed anhyd. CH3CN, were added Pd-catalyst, triethylamine and B-contg. compd. successively; stirring at 85°C for 2.5 h; cooling to room temp.; activated charcoal was added; the mixt. was sonicated; the mixt. was filtered and filtrate concd. in vac.; not isolated;
10
[ 25015-63-8 ]
[ 110-83-8 ]
[ 25240-59-9 ]
[ 110-82-7 ]
[ 10221-56-4 ]
[ 87100-15-0 ]
[ 141091-37-4 ]
11
[ 377780-72-8 ]
[ 25240-59-9 ]
[ 63981-76-0 ]
12
[ 850567-57-6 ]
[ 25240-59-9 ]
[ 1447933-56-3 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1: acetonitrile; ethanol / 12 h / 20 °C
2: dihydrogen peroxide / dimethyl sulfoxide / 20 °C
3: water / dimethyl sulfoxide / 20 °C
13
[ 850567-57-6 ]
[ 25240-59-9 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 6 steps
1: dihydrogen peroxide; water / 20 °C
2: toluene / 2 h / Reflux
3: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / acetonitrile / 2 h / 90 °C / Inert atmosphere
4: acetonitrile; ethanol / 12 h / 20 °C
5: dihydrogen peroxide / dimethyl sulfoxide / 20 °C
6: water / dimethyl sulfoxide / 20 °C
Multi-step reaction with 7 steps
1: acetonitrile; ethanol / 12 h / 20 °C
2: water-d2; aq. phosphate buffer / 20 °C / pH 8
3: toluene / 2 h / Reflux
4: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / acetonitrile / 2 h / 90 °C / Inert atmosphere
5: acetonitrile; ethanol / 12 h / 20 °C
6: dihydrogen peroxide / dimethyl sulfoxide / 20 °C
7: water / dimethyl sulfoxide / 20 °C
Reference:
[1]Cao, Sheng; Christiansen, Robin; Peng, Xiaohua
[Chemistry - A European Journal, 2013, vol. 19, # 27, p. 9050 - 9058]
[2]Cao, Sheng; Christiansen, Robin; Peng, Xiaohua
[Chemistry - A European Journal, 2013, vol. 19, # 27, p. 9050 - 9058]
14
[ 195062-59-0 ]
[ 25240-59-9 ]
[ 63981-76-0 ]
15
[ 251-41-2 ]
[ 25240-59-9 ]
[ 1004784-50-2 ]
Yield Reaction Conditions Operation in experiment
Stage #1: thieno[3,2-b]thiophene With n-butyllithium In tetrahydrofuran at -78℃;
Stage #2: pinacolboronic acid In tetrahydrofuran at -78℃;
Reference:
[1]Lim, Kimin; Ju, Myung Jong; Na, Jongbeom; Choi, Hyeju; Song, Min Young; Kim, Byeonggwan; Song, Kihyung; Yu, Jong-Sung; Kim, Eunkyoung; Ko, Jaejung
[Chemistry - A European Journal, 2013, vol. 19, # 29, p. 9442 - 9446]
16
[ 302348-51-2 ]
[ 25240-59-9 ]
C22 H22 O6
[ No CAS ]
17
[ 22913-26-4 ]
[ 25240-59-9 ]
[ 1040281-86-4 ]
Yield Reaction Conditions Operation in experiment
To a mixture of (l,5-cyclooctadiene)(methoxy)iridium(I) dimer (0.264 g, 0.40 mmol) and pinacolborane (4.8 mL, 32.82 mmol) was added 4,4'-di-tert-butyl-2,2'-dipyridyl (218 mg, 0.81 mmol) in hexane (10 mL). N2 was bubbled through the solvent for 5 min, then a solution of <strong>[22913-26-4]methyl 3-thiophenecarboxylate</strong> (3.5 g, 24.62 mmol) in hexane (2 mL) was added. The resulting red solution was stirred for 6 h at 22 C. The solvent was then evaporated and the residue purified by flash column chromatography (silica, heptanes/EtOAc 100/0 to 98/2) to afford impure intermediate 69 (6.09 g), which was used without further purification for the subsequent reaction.
18
[ 25240-59-9 ]
[ 5122-94-1 ]
[ 144432-80-4 ]