Alternatived Products of [ 1246204-19-2 ]
Product Details of [ 1246204-19-2 ]
CAS No. : 1246204-19-2
MDL No. :
Formula :
C26 H16 O8
Boiling Point :
-
Linear Structure Formula : -
InChI Key : LYEYINGUSZFQDC-UHFFFAOYSA-N
M.W :
456.40
Pubchem ID : 154729753
Synonyms :
Calculated chemistry of [ 1246204-19-2 ]
Physicochemical Properties
Num. heavy atoms :
34
Num. arom. heavy atoms :
26
Fraction Csp3 :
0.0
Num. rotatable bonds :
0
Num. H-bond acceptors :
8.0
Num. H-bond donors :
8.0
Molar Refractivity :
130.16
TPSA :
161.84 Ų
Pharmacokinetics
GI absorption :
Low
BBB permeant :
No
P-gp substrate :
No
CYP1A2 inhibitor :
No
CYP2C19 inhibitor :
No
CYP2C9 inhibitor :
Yes
CYP2D6 inhibitor :
No
CYP3A4 inhibitor :
No
Log Kp (skin permeation) :
-5.3 cm/s
Lipophilicity
Log Po/w (iLOGP) :
1.04
Log Po/w (XLOGP3) :
5.33
Log Po/w (WLOGP) :
5.1
Log Po/w (MLOGP) :
1.63
Log Po/w (SILICOS-IT) :
3.15
Consensus Log Po/w :
3.25
Druglikeness
Lipinski :
1.0
Ghose :
None
Veber :
1.0
Egan :
1.0
Muegge :
3.0
Bioavailability Score :
0.55
Water Solubility
Log S (ESOL) :
-6.59
Solubility :
0.000116 mg/ml ; 0.000000255 mol/l
Class :
Poorly soluble
Log S (Ali) :
-8.48
Solubility :
0.00000151 mg/ml ; 0.0000000033 mol/l
Class :
Poorly soluble
Log S (SILICOS-IT) :
-6.04
Solubility :
0.000411 mg/ml ; 0.000000902 mol/l
Class :
Poorly soluble
Medicinal Chemistry
PAINS :
1.0 alert
Brenk :
2.0 alert
Leadlikeness :
2.0
Synthetic accessibility :
1.78
Safety of [ 1246204-19-2 ]
Application In Synthesis of [ 1246204-19-2 ]
* 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 [ 1246204-19-2 ]
1
[ 1000172-85-9 ]
[ 1246204-19-2 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 4 steps
1.1: bromine / dichloromethane / 2 h / 20 °C / Inert atmosphere
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.55 h / -78 °C / Inert atmosphere
2.2: 1 h / -78 - 20 °C / Inert atmosphere
3.1: palladium 10% on activated carbon / toluene; methanol / 0.5 h / 20 °C / Inert atmosphere
3.2: 17 h / 20 °C / Inert atmosphere
4.1: boron tribromide / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere
Multi-step reaction with 4 steps
1.1: bromine / dichloromethane / 2 h / 20 °C / Inert atmosphere
2.1: n-butyllithium; 1,1,2,2-tetrabromoethane / hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
2.2: 1 h / 20 °C / Inert atmosphere
3.1: palladium 10% on activated carbon / toluene; methanol / 0.5 h / 20 °C / Inert atmosphere
3.2: 17 h / 20 °C / Inert atmosphere
4.1: boron tribromide / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere
Reference:
[1]Yoshida, Naoki; Kamiguchi, Shinsuke; Sakao, Kazuki; Akasaka, Ryuhei; Fujii, Yoshino; Maruyama, Tomoyuki; Iwasawa, Tetsuo
[Tetrahedron Letters, 2020, vol. 61, # 26]
[2]Current Patent Assignee: RYUKOKU UNIVERSITY - JP2021/176823, 2021, A
2
[ 2433810-20-7 ]
[ 1246204-19-2 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.55 h / -78 °C / Inert atmosphere
1.2: 1 h / -78 - 20 °C / Inert atmosphere
2.1: palladium 10% on activated carbon / toluene; methanol / 0.5 h / 20 °C / Inert atmosphere
2.2: 17 h / 20 °C / Inert atmosphere
3.1: boron tribromide / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere
Multi-step reaction with 3 steps
1.1: n-butyllithium; 1,1,2,2-tetrabromoethane / hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
1.2: 1 h / 20 °C / Inert atmosphere
2.1: palladium 10% on activated carbon / toluene; methanol / 0.5 h / 20 °C / Inert atmosphere
2.2: 17 h / 20 °C / Inert atmosphere
3.1: boron tribromide / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere
Reference:
[1]Yoshida, Naoki; Kamiguchi, Shinsuke; Sakao, Kazuki; Akasaka, Ryuhei; Fujii, Yoshino; Maruyama, Tomoyuki; Iwasawa, Tetsuo
[Tetrahedron Letters, 2020, vol. 61, # 26]
[2]Current Patent Assignee: RYUKOKU UNIVERSITY - JP2021/176823, 2021, A
3
[ 2435538-28-4 ]
[ 1246204-19-2 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1.1: palladium 10% on activated carbon / toluene; methanol / 0.5 h / 20 °C / Inert atmosphere
1.2: 17 h / 20 °C / Inert atmosphere
2.1: boron tribromide / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere
Multi-step reaction with 2 steps
1.1: palladium 10% on activated carbon / toluene; methanol / 0.5 h / 20 °C / Inert atmosphere
1.2: 17 h / 20 °C / Inert atmosphere
2.1: boron tribromide / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere
Reference:
[1]Yoshida, Naoki; Kamiguchi, Shinsuke; Sakao, Kazuki; Akasaka, Ryuhei; Fujii, Yoshino; Maruyama, Tomoyuki; Iwasawa, Tetsuo
[Tetrahedron Letters, 2020, vol. 61, # 26]
[2]Current Patent Assignee: RYUKOKU UNIVERSITY - JP2021/176823, 2021, A
4
[ 2433810-21-8 ]
[ 1246204-19-2 ]
Yield Reaction Conditions Operation in experiment
100%
With boron tribromide In dichloromethane at 0 - 20℃; for 20h; Inert atmosphere;
14. Synthesis of octol 3 (Scheme 6)
Under an argon atmosphere, to the solution of 12 (80 mg, 0.16 mmol) in dry CH2Cl2 (2 mL) at 0 °C was added BBr3 (0.96 mL, 1 M CH2Cl2 solution) dropwise over 3 min. The mixture was stirred for 20 h at room temperature, and then quenched with water (3 mL) at 0 °C. The resultant precipitates were filtered off, and washed with water (40 mL), and concentrated in vacuo to give 3 (73 mg, 100%) in pure form as blue solid materials.
96%
With boron tribromide In dichloromethane at 0 - 20℃; for 20h; Inert atmosphere;
3 Octaol body 3
Boron tribromide (0.96 mL, 1 M methylene chloride solution) was added dropwise to an anhydrous methylene chloride (2 mL) solution of tetramethoxyylated product 12 (80 mg, 0.16 mmol) at 0 ° C. over 3 minutes under an argon atmosphere. .. After stirring at room temperature for 20 hours, the reaction was stopped at 0 ° C. using water (3 mL). The reaction solution was collected by filtration, washed with water (40 mL), demineralized and concentrated, and then Octaol 3 was quantitatively obtained as a blue solid (73 mg).
Reference:
[1]Yoshida, Naoki; Kamiguchi, Shinsuke; Sakao, Kazuki; Akasaka, Ryuhei; Fujii, Yoshino; Maruyama, Tomoyuki; Iwasawa, Tetsuo
[Tetrahedron Letters, 2020, vol. 61, # 26]
[2]Current Patent Assignee: RYUKOKU UNIVERSITY - JP2021/176823, 2021, A
Location in patent: Paragraph 0071; 0077-0079