Home Cart Sign in  
Chemical Structure| 480424-70-2 Chemical Structure| 480424-70-2

Structure of 480424-70-2

Chemical Structure| 480424-70-2

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 480424-70-2 ]

CAS No. :480424-70-2
Formula : C14H19BO4
M.W : 262.11
SMILES Code : CC(OC1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1)=O
MDL No. :MFCD03453060
InChI Key :KHBAJCWEQNVCSN-UHFFFAOYSA-N
Pubchem ID :2774004

Safety of [ 480424-70-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Computational Chemistry of [ 480424-70-2 ] Show Less

Physicochemical Properties

Num. heavy atoms 19
Num. arom. heavy atoms 6
Fraction Csp3 0.5
Num. rotatable bonds 3
Num. H-bond acceptors 4.0
Num. H-bond donors 0.0
Molar Refractivity 74.42
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

44.76 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

0.0
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

2.66
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

1.91
Log Po/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.

1.54
Log Po/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

1.77
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.58

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-3.18
Solubility 0.175 mg/ml ; 0.000666 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.

-3.25
Solubility 0.147 mg/ml ; 0.00056 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

-4.08
Solubility 0.022 mg/ml ; 0.0000839 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Moderately 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

Yes
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

No
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.

-6.01 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

0.0
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

2.0 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<0.0
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)

2.93

Application In Synthesis of [ 480424-70-2 ]

* 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 [ 480424-70-2 ]

[ 480424-70-2 ] Synthesis Path-Downstream   1~16

  • 1
  • [ 73183-34-3 ]
  • p-acetoxybenzenediazonium tetrafluoroborate [ No CAS ]
  • [ 480424-70-2 ]
  • 2
  • [ 626-55-1 ]
  • [ 480424-70-2 ]
  • acetic acid 4-pyridin-3-yl-phenyl ester [ No CAS ]
  • 3
  • [ 480424-70-2 ]
  • 1-hydroxy-2-[3-(4-hydroxyphenyl)pyridinium-1-yl]ethylidene-1,1-bisphosphonic acid [ No CAS ]
  • 4
  • [ 480424-70-2 ]
  • 3-(4-acetoxy-phenyl)-1-carboxymethyl-pyridinium; bromide [ No CAS ]
  • 6
  • [ 67-56-1 ]
  • [ 201230-82-2 ]
  • [ 480424-70-2 ]
  • [ 24262-66-6 ]
  • 7
  • [ 122-79-2 ]
  • [ 25015-63-8 ]
  • [ 480424-69-9 ]
  • [ 480424-68-8 ]
  • [ 480424-70-2 ]
  • 8
  • [ 1264836-33-0 ]
  • [ 480424-70-2 ]
  • [ 1264835-95-1 ]
YieldReaction ConditionsOperation in experiment
52% With water; potassium carbonate;dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In ethanol; toluene; at 60℃; for 3h;Inert atmosphere; N-(3-((4-(3-bromophenoxy)benzyl)(4-cyanobenzyl)amino)-2-methylphenyl) methanesulfonamide (30 mg, 0.05 mmol), 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)phenyl acetate (20 mg, 0.08 mmol), S-Phos (2 mg, 0.01 mmol), palladium acetate(0.3 mg, 0.001 mmol) and potassium carbonate (14 mg, 0.1 mmol) were dissolved in 1 mL of toluene/EtOH/H2theta 100:10:1 solvent mixture. Reaction mixture was stirred at 6O0C under nitrogen atmosphere for 3 hours. Water was added and product extracted with DCM. Crude material was purified on a silica column (DCM/MeOH 99:1) and further purified by preparative HPLC (40 - 90 % MeOH/0.05 % HCOOH, pH2.8, 25 mL/min, 30 minute gradient time). Yield 16 mg (52%).IH (acetone-d6, 500MHz): 7.67 (m, 2H), 7.53 (m, 2H), 7.48 (m, 2H), 7.40 (t, IH, J=8.1Hz), 7.35 (m, IH), 7.32 (m, 2H), 7.19-7.16 (m, 2H), 7.08 (t, IH, J=8.2Hz), 7.03(dd, IH, J=8.1, 1.0Hz), 6.97 (m, 2H), 6.91 (m, 2H), 6.88 (m, IH), 4.25 (s, 2H9, 4.12 (s,2H), 2.93 (s, 3H9 and 2.53 (s, 3H);MS (ESI) mlz 590.3 (M + H), 588.3 (M - H).
52% With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; water; potassium carbonate;palladium diacetate; In ethanol; toluene; at 60℃; for 3h;Inert atmosphere; N-(3-((4-(3-bromophenoxy)benzyl)(4-cyanobenzyl)amino)-2-methylphenyl)methanesulfonamide (30 mg, 0.05 mmol), <strong>[480424-70-2]4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl acetate</strong> (20 mg, 0.08 mmol), S-Phos (2 mg, 0.01 mmol), palladium acetate (0.3 mg, 0.001 mmol) and potassium carbonate (14 mg, 0.1 mmol) were dissolved in 1 mL of toluene/EtOH/H2O 100:10:1 solvent mixture. Reaction mixture was stirred at 60 C. under nitrogen atmosphere for 3 hours. Water was added and product extracted with DCM. Crude material was purified on a silica column (DCM/MeOH 99:1) and further purified by preparative HPLC (40-90% MeOH/0.05% HCOOH, pH2.8, 25 mL/min, 30 minute gradient time). Yield 16 mg (52%).1H (acetone-d6, 500 MHz): 7.67 (m, 2H), 7.53 (m, 2H), 7.48 (m, 2H), 7.40 (t, 1H, J=8.1 Hz), 7.35 (m, 1H), 7.32 (m, 2H), 7.19-7.16 (m, 2H), 7.08 (t, 1H, J=8.2 Hz), 7.03 (dd, 1H, J=8.1, 1.0 Hz), 6.97 (m, 2H), 6.91 (m, 2H), 6.88 (m, 1H), 4.25 (s, 2H9, 4.12 (s, 2H), 2.93 (s, 3H9 and 2.53 (s, 3H);MS (ESI) m/z 590.3 (M+H), 588.3 (M-H).
  • 9
  • [ 494773-35-2 ]
  • [ 480424-70-2 ]
  • [ 1450591-88-4 ]
YieldReaction ConditionsOperation in experiment
59% With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,2-dimethoxyethane; water; at 80℃; for 2.5h;Inert atmosphere; A mixture of 8 (282 mg, 0.83 mmol), <strong>[480424-70-2]4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl acetate</strong> (260 mg, 0.99 mmol), Na2CO3 (261 mg, 2.46 mmol) and Pd(PPh3)2Cl2 (18 mg, 3 mol % Pd) in DME/water (8 mL, 3/1, v/v) was heated at 80 C for 2.5 h under N2 gas. The reaction mixture was poured into saturated aqueous NaHCO3 and extracted with ether. The organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure. Purification of the residue by silica gel column chromatography (EtOAc/n-hexane, 1/10, v/v) yielded 10 (193 mg, 59%) as a colorless crystal; mp, 123-124 C. 1H NMR (300 MHz, CDCl3): delta 1.43 (9H, s), 2.31 (3H, s), 2.77 (4H, br), 3.31 (4H, br), 7.01 (1H, d, J = 7.7 Hz), 7.06-7.16 (3H, m), 7.23-7.31 (2H, m), 7.63 (2H, d, J = 8.4 Hz). 13C NMR (75 MHz, CDCl3): delta 21.2, 28.4, 44.1 (br), 51.2, 79.7, 118.7, 121.3, 123.4, 128.6, 129.9, 131.5, 134.4, 138.3, 149.6, 149.7, 154.8, 169.5. FAB-MS: m/z 397 (M+H).
  • 10
  • [ 1073-72-9 ]
  • [ 480424-70-2 ]
  • 11
  • [ 50910-13-9 ]
  • [ 73183-34-3 ]
  • [ 480424-70-2 ]
  • 13
  • [ 33527-94-5 ]
  • [ 73183-34-3 ]
  • [ 480424-70-2 ]
  • 14
  • [ 6018-89-9 ]
  • [ 15761-39-4 ]
  • [ 73852-88-7 ]
  • 1-(tert-butyl) 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine-1,2-dicarboxylate [ No CAS ]
  • [ 480424-70-2 ]
  • 15
  • C20H15O2S2(1+)*CF3O3S(1-) [ No CAS ]
  • [ 73183-34-3 ]
  • [ 480424-70-2 ]
  • 16
  • [ 122-79-2 ]
  • [ 480424-70-2 ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 480424-70-2 ]

Organoborons

Chemical Structure| 269410-26-6

A117971 [269410-26-6]

4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane

Similarity: 0.90

Chemical Structure| 938063-51-5

A141282 [938063-51-5]

4-(tert-Butoxy)phenylboronic Acid Pinacol Ester

Similarity: 0.89

Chemical Structure| 864772-18-9

A176799 [864772-18-9]

4,4,5,5-Tetramethyl-2-(3-phenoxyphenyl)-1,3,2-dioxaborolane

Similarity: 0.89

Chemical Structure| 171364-79-7

A112414 [171364-79-7]

2-(4-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Similarity: 0.88

Chemical Structure| 325142-84-5

A254430 [325142-84-5]

2-(3-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Similarity: 0.86

Aryls

Chemical Structure| 269410-26-6

A117971 [269410-26-6]

4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane

Similarity: 0.90

Chemical Structure| 938063-51-5

A141282 [938063-51-5]

4-(tert-Butoxy)phenylboronic Acid Pinacol Ester

Similarity: 0.89

Chemical Structure| 864772-18-9

A176799 [864772-18-9]

4,4,5,5-Tetramethyl-2-(3-phenoxyphenyl)-1,3,2-dioxaborolane

Similarity: 0.89

Chemical Structure| 171364-79-7

A112414 [171364-79-7]

2-(4-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Similarity: 0.88

Chemical Structure| 325142-84-5

A254430 [325142-84-5]

2-(3-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Similarity: 0.86

Esters

Chemical Structure| 195062-62-5

A284200 [195062-62-5]

Ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Similarity: 0.74

Chemical Structure| 850568-72-8

A277848 [850568-72-8]

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Similarity: 0.73

Chemical Structure| 859169-20-3

A220702 [859169-20-3]

Ethyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate

Similarity: 0.73

Chemical Structure| 269409-99-6

A214744 [269409-99-6]

Ethyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Similarity: 0.72

Chemical Structure| 903895-48-7

A309986 [903895-48-7]

tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Similarity: 0.72