3027-21-2|Dimethoxy(methyl)(phenyl)silane| Ambeed

CAS No. :	3027-21-2
Formula :	C₉H₁₄O₂Si
M.W :	182.29
SMILES Code :	C[Si](OC)(OC)C1=CC=CC=C1
MDL No. :	MFCD00008343
InChI Key :	CVQVSVBUMVSJES-UHFFFAOYSA-N
Pubchem ID :	18193

Safety of [ 3027-21-2 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H227-H315-H319-H335
Precautionary Statements:	P305+P351+P338

Computational Chemistry of [ 3027-21-2 ] Show Less

Physicochemical Properties

Num. heavy atoms	12
Num. arom. heavy atoms	6
Fraction Csp3	0.33
Num. rotatable bonds	3
Num. H-bond acceptors	2.0
Num. H-bond donors	0.0
Molar Refractivity	51.59
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	18.46 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	2.62
Log P_o/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry	2.38
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	1.26
Log P_o/w (MLOGP)? MLOGP: Topological method implemented from Moriguchi I. et al. 1992 Chem. Pharm. Bull. Moriguchi I. et al. 1994 Chem. Pharm. Bull. Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.	1.26
Log P_o/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	0.56
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	1.61

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-2.64
Solubility	0.416 mg/ml ; 0.00228 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	-2.41
Solubility	0.712 mg/ml ; 0.0039 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-3.14
Solubility	0.131 mg/ml ; 0.000719 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble

Pharmacokinetics

GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg	High
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg	Yes
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) and tested on 415 molecules (test set) 10-fold CV: ACC=0.72 / AUC=0.77 External: ACC=0.88 / AUC=0.94	No
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.83 / AUC=0.90 External: ACC=0.84 / AUC=0.91	Yes
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.80 / AUC=0.86 External: ACC=0.80 / AUC=0.87	No
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) and tested on 2075 molecules (test set) 10-fold CV: ACC=0.78 / AUC=0.85 External: ACC=0.71 / AUC=0.81	No
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) and tested on 1068 molecules (test set) 10-fold CV: ACC=0.79 / AUC=0.85 External: ACC=0.81 / AUC=0.87	No
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) and tested on 2579 molecules (test set) 10-fold CV: ACC=0.77 / AUC=0.85 External: ACC=0.78 / AUC=0.86	No
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-5.72 cm/s

Druglikeness

Lipinski? Lipinski (Pfizer) filter: implemented from Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev. MW ≤ 500 MLOGP ≤ 4.15 N or O ≤ 10 NH or OH ≤ 5	0.0
Ghose? Ghose filter: implemented from Ghose AK. et al. 1999 J. Comb. Chem. 160 ≤ MW ≤ 480 -0.4 ≤ WLOGP ≤ 5.6 40 ≤ MR ≤ 130 20 ≤ atoms ≤ 70	None
Veber? Veber (GSK) filter: implemented from Veber DF. et al. 2002 J. Med. Chem. Rotatable bonds ≤ 10 TPSA ≤ 140	0.0
Egan? Egan (Pharmacia) filter: implemented from Egan WJ. et al. 2000 J. Med. Chem. WLOGP ≤ 5.88 TPSA ≤ 131.6	0.0
Muegge? Muegge (Bayer) filter: implemented from Muegge I. et al. 2001 J. Med. Chem. 200 ≤ MW ≤ 600 -2 ≤ XLOGP ≤ 5 TPSA ≤ 150 Num. rings ≤ 7 Num. carbon > 4 Num. heteroatoms > 1 Num. rotatable bonds ≤ 15 H-bond acc. ≤ 10 H-bond don. ≤ 5	1.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.55

Medicinal Chemistry

PAINS? Pan Assay Interference Structures: implemented from Baell JB. & Holloway GA. 2010 J. Med. Chem.	0.0 alert
Brenk? Structural Alert: implemented from Brenk R. et al. 2008 ChemMedChem	1.0 alert: heavy_metal
Leadlikeness? Leadlikeness: implemented from Teague SJ. 1999 Angew. Chem. Int. Ed. 250 ≤ MW ≤ 350 XLOGP ≤ 3.5 Num. rotatable bonds ≤ 7	No; 1 violation:MW<1.0
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties, trained on 12'782'590 molecules and tested on 40 external molecules (r² = 0.94)	3.72

Application In Synthesis of [ 3027-21-2 ]

* 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 [ 3027-21-2 ]

[ 3027-21-2 ] Synthesis Path-Downstream 1~54

1
[ 1185-55-3 ]
phenylmagnesium bromide [ No CAS ]
[ 3027-21-2 ]

References: [1]Roczniki Chemii,1958,vol. 32,p. 155.
Chem.Abstr.,1958,p. 16188.

2
[ 3027-21-2 ]
[ 703-55-9 ]
[ 1025-08-7 ]
[ 1025-09-8 ]

References: [1]Journal of the American Chemical Society,1964,vol. 86,p. 3271,3274.

3
[ 67-56-1 ]
[ 149-74-6 ]
[ 3027-21-2 ]

References: [1]Journal of general chemistry of the USSR,1980,vol. 50,p. 1629 - 1633.
Zhurnal Obshchei Khimii,1980,vol. 50,p. 2017 - 2022.
[2]Research on Chemical Intermediates,2010,vol. 36,p. 181 - 191.
[3]Patent: DE845638,1950, .
DRP/DRBP Org.Chem.,.
[4]Tetrahedron,1981,vol. 37,p. 2875 - 2880.
[5]Research on Chemical Intermediates,2010,vol. 36,p. 181 - 191.

4
[ 3027-21-2 ]
[ 3959-13-5 ]

References: [1]Bulletin de l'Academie Polonaise des Sciences, Serie des Sciences Chimiques,1969,vol. 17,p. 7 - 12.

5
[ 3027-21-2 ]
[ 703-55-9 ]
[ 3553-88-6 ]

References: [1]Journal of the American Chemical Society,1973,vol. 95,p. 8678 - 8685.

6
[ 67-56-1 ]
methylphenyl(methoxy)(phenoxy)silane [ No CAS ]
[ 3027-21-2 ]
[ 108-95-2 ]

References: [1]Journal of Organic Chemistry,1993,vol. 58,p. 5653 - 5662.

7
[ 67-56-1 ]
[ 150620-80-7 ]
[ 1849-29-2 ]
[ 3027-21-2 ]
methylphenyl(methoxy)(phenoxy)silane [ No CAS ]
C₉H₁₁⁽²⁾H₃O₂Si [ No CAS ]
[ 108-95-2 ]

References: [1]Journal of Organic Chemistry,1993,vol. 58,p. 5653 - 5662.

8
[ 108-01-0 ]
[ 3027-21-2 ]
[ 76710-51-5 ]

References: [1]Journal of general chemistry of the USSR,1980,vol. 50,p. 2212 - 2216.
Zhurnal Obshchei Khimii,1980,vol. 50,p. 2733 - 2737.

9
[ 1493-13-6 ]
[ 3027-21-2 ]
C₄H₉F₃O₅SSi [ No CAS ]

References: [1]Journal of Organometallic Chemistry,1993,vol. 452,p. 29 - 32.

10
[ 3027-21-2 ]
[ 90-11-9 ]
[ 3553-88-6 ]

References: [1]Angewandte Chemie - International Edition,2016,vol. 55,p. 218 - 222.
    Angew. Chem.,2016,vol. 128,p. 226 - 230,5.
[2]Advanced Synthesis and Catalysis,2009,vol. 351,p. 1405 - 1411.
[3]Journal of general chemistry of the USSR,1980,vol. 50,p. 1629 - 1633.
    Zhurnal Obshchei Khimii,1980,vol. 50,p. 2017 - 2022.
[4]Angewandte Chemie - International Edition,2019,vol. 58,p. 6380 - 6384.
    Angew. Chem.,2019,vol. 131,p. 6446 - 6450,5.

11
[ 3027-21-2 ]
[ 111-42-2 ]
[ 86844-95-3 ]

References: [1]Journal of Organometallic Chemistry,1983,vol. 251,p. 289 - 294.

12
[ 108-85-0 ]
[ 3027-21-2 ]
[ 54731-55-4 ]

References: [1]Journal of Organometallic Chemistry,1985,vol. 293,p. 19 - 28.

13
[ 3027-21-2 ]
[ 75-26-3 ]
[ 40299-93-2 ]

References: [1]Journal of Organometallic Chemistry,1985,vol. 293,p. 19 - 28.

14
[ 67-56-1 ]
[ 766-08-5 ]
[ 3027-21-2 ]

References: [1]Chemische Berichte,1995,vol. 128,p. 1267 - 1270.
[2]Chemistry - An Asian Journal,2014,vol. 9,p. 612 - 619.

15
[ 3027-21-2 ]
[ 624-31-7 ]
[ 16939-04-1 ]

References: [1]Chemistry Letters,1997,p. 639 - 640.

16
[ 67-56-1 ]
[ 130648-88-3 ]
[ 3027-21-2 ]
[ 144890-43-7 ]
[ 144889-92-9 ]

References: [1]Chemistry of Heterocyclic Compounds,1997,vol. 33,p. 161 - 163.

17
[ 3027-21-2 ]
[ 3959-13-5 ]
Methylfluorosilanediol [ No CAS ]
Methylphenylfluorosilanol [ No CAS ]
Methylphenylmethoxyfluorosilane [ No CAS ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1998,p. 661 - 665.

18
[ 3027-21-2 ]
[ 328-57-4 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1998,p. 661 - 665.

19
[ 3027-21-2 ]
Methylphenylmethoxyfluorosilane [ No CAS ]

References: [1]Journal of Fluorine Chemistry,1997,vol. 86,p. 189 - 197.

22
[ 930-30-3 ]
[ 3027-21-2 ]
[ 64145-51-3 ]

References: [1]Organic Letters,2002,vol. 4,p. 667 - 669.

23
[ 3027-21-2 ]
[ 100-52-7 ]
[ 91-01-0 ]

References: [1]Synthesis,2002,p. 717 - 719.

24
[ 3027-21-2 ]
[ 37846-72-3 ]
methoxy-methyl-naphthalen-1-ylmethyl-phenyl-silane [ No CAS ]

References: [1]Journal of Organic Chemistry,2002,vol. 67,p. 3561 - 3574.

25
[ 2488-01-9 ]
[ 3027-21-2 ]
polymer, M_w 11.7 KDa, M_w/M_n 1.65; monomer(s): 1,4-bis(dimethylsilyl)benzene; methylphenyldimethoxysilane [ No CAS ]

References: [1]Macromolecules,2005,vol. 38,p. 1061 - 1063.

26
[ 3027-21-2 ]
[ 13315-17-8 ]
polymer, M_w 15.9 KDa, M_w/M_n 2.20; monomer(s): 4,4\-bis(dimethylsilyl)diphenyl ether; methylphenyldimethoxysilane [ No CAS ]

References: [1]Macromolecules,2005,vol. 38,p. 1061 - 1063.

27
[ 3027-21-2 ]
[ 5467-58-3 ]
methoxy(4-methoxy-1-naphthyl)methylphenylsilane [ No CAS ]

References: [1]Organic Letters,1999,vol. 1,p. 549 - 551.

28
[ 3027-21-2 ]
[ 76622-52-1 ]

References: [1]Journal of Organometallic Chemistry,1985,vol. 293,p. 19 - 28.

29
[ 3027-21-2 ]
[ 64358-63-0 ]

References: [1]Journal of Organometallic Chemistry,1985,vol. 293,p. 19 - 28.

30
[ 3027-21-2 ]
(1-chloroethyl)cyclohexylmethylphenylsilane [ No CAS ]

References: [1]Journal of Organometallic Chemistry,1985,vol. 293,p. 19 - 28.

31
[ 3027-21-2 ]
[ 104617-06-3 ]

References: [1]Journal of Organometallic Chemistry,1985,vol. 293,p. 19 - 28.

32
[ 3027-21-2 ]
[ 104617-10-9 ]

References: [1]Journal of Organometallic Chemistry,1985,vol. 293,p. 19 - 28.

33
[ 3027-21-2 ]
1-[3-(2-Methyl-2-phenyl-[1,3,2]dioxasilocan-6-yl)-propyl]-piperidine [ No CAS ]

References: [1]Journal of Organometallic Chemistry,1983,vol. 251,p. 289 - 294.

34
[ 3027-21-2 ]
2-Methyl-2-phenyl-6-(3-piperidin-1-yl-propyl)-[1,3,6,2]dioxazasilocane [ No CAS ]

References: [1]Journal of Organometallic Chemistry,1983,vol. 251,p. 289 - 294.

35
[ 3027-21-2 ]
[ 960-82-7 ]

References: [1]Journal of the American Chemical Society,1964,vol. 86,p. 3271,3274.

36
[ 3027-21-2 ]
[ 7427-12-5 ]

References: [1]Journal of the American Chemical Society,1973,vol. 95,p. 8678 - 8685.

37
[ 3027-21-2 ]
[ 27701-93-5 ]

References: [1]Journal of the American Chemical Society,1973,vol. 95,p. 8678 - 8685.

38
[ 3027-21-2 ]
[ 199620-14-9 ]
[ 137779-62-5 ]

References: [1]Inorganica Chimica Acta,1991,vol. 185,p. 33 - 38.
[2]Organometallics,1992,vol. 11,p. 1210 - 1220.

39
[ 1112-39-6 ]
[ 5931-17-9 ]
[ 3027-21-2 ]
hydroxybutyl-terminated copolymer of dimethylsiloxane and phenylmethylsiloxane with a 1:3 ratio of total methyl to phenyl attached to silicon and molecular weight of 4000 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		In the present example, the same procedure was employed as that of Example 1, except that the amounts of ingredients used were varied. In the present example, 4-bis(4-hydroxybutyl)tetramethyldisiloxane (19.08 g, 0.0686 mole), dimethoxydimethylsilane (151.67 g, 1.223 mole) and dimethoxyphenylmethylsilane (222.24 g, 1.219 mole) were used. The crude product, after dried, was passed through a preparative SEC column with a 10percent w/v THF solution (190 mL inject). The purified product was over 97 percent pure with a molecular weight of 4490.

References: [1]Patent: US2005/165246,2005,A1 .Location in patent: Page/Page column 5.

40
[ 5931-17-9 ]
[ 3027-21-2 ]
[ 67-56-1 ]
hydroxybutyl-terminated polymethylsiloxane with fifty percent phenyl content [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
100%	With hydrogenchloride; In water; for 4.5h;Heating / reflux;	1,3-bis(hydroxybutyl)tetramethyldisiloxane (13.18 g, 0.474 mole) and dimethoxyphenylmethylsilane (238.08 g, 1.306 moles) were added to a one-liter round bottom flask. Water (23.58 g or 1.31 mole) and concentrated hydrochloric acid (4.8 mL) were then slowly added to the flask and the contents refluxed at 70 degrees Celsius for one hour. After refluxing, methanol (69.2 g) was distilled from the flask and 44 mL of water and 44 mL of concentrated hydrochloric acid were added to the reaction mixture. The contents of the flask were then refluxed for 3.5 hours prior to being poured into a separatory funnel. The silicone layer was separated, diluted with 500-mL ether and washed twice with 100-ml water, twice with 100 mL five percent sodium bicarbonate aqueous solution and twice with 250-mL water. The final organic layer was dried with magnesium sulfate, and then vacuum stripped at 80 degrees Celsius (0.1 mm Hg) to give a clear viscous crude product. The crude product was then purified by silica gel column chromatography using the same method as described in Example 1 above. The THF solutions containing product were combined and dried with magnesium sulfate. The solvent was vacuum stripped to give the final product. The molecular weight of the final product as determined by titration was 2,697.

References: [1]Patent: US2005/165246,2005,A1 .Location in patent: Page/Page column 5.

41
[ 3027-21-2 ]
[ 1068-55-9 ]
[ 40299-93-2 ]

References: [1]European Journal of Organic Chemistry,2009,p. 5047 - 5056.

42
[ 75-77-4 ]
[ 3027-21-2 ]
[ 1011518-12-9 ]
C₂₃H₅₆OSi₆ [ No CAS ]

References: [1]Bulletin of the Korean Chemical Society,2010,vol. 31,p. 216 - 219.

43
[ 919-30-2 ]
[ 3027-21-2 ]
[ 2996-92-1 ]
poly(γ-aminopropyltriethoxysilane-co-phenylmethyldimethoxysilane-co-phenyltrimethoxysilane) [ No CAS ]