Home Cart Sign in  
Chemical Structure| 34846-90-7 Chemical Structure| 34846-90-7

Structure of Methyl 3-Methoxyacrylate
CAS No.: 34846-90-7

Chemical Structure| 34846-90-7

*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 [ 34846-90-7 ]

CAS No. :34846-90-7
Formula : C5H8O3
M.W : 116.12
SMILES Code : O=C(OC)/C=C/OC
MDL No. :MFCD00128206
Boiling Point : No data available
InChI Key :AUTCCPQKLPMHDN-ONEGZZNKSA-N
Pubchem ID :5323651

Safety of [ 34846-90-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H227
Precautionary Statements:P501-P210-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313-P403+P235

Computational Chemistry of [ 34846-90-7 ] Show Less

Physicochemical Properties

Num. heavy atoms 8
Num. arom. heavy atoms 0
Fraction Csp3 0.4
Num. rotatable bonds 3
Num. H-bond acceptors 3.0
Num. H-bond donors 0.0
Molar Refractivity 28.05
TPSA ?

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

35.53 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.86
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

0.33
Log Po/w (WLOGP)?

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

0.32
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.

-0.09
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

0.16
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

0.52

Water Solubility

Log S (ESOL):?

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

-0.57
Solubility 31.3 mg/ml ; 0.269 mol/l
Class?

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

Very soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-0.64
Solubility 26.6 mg/ml ; 0.229 mol/l
Class?

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

Very 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

-0.12
Solubility 88.1 mg/ml ; 0.759 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

No
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

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.

-6.77 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.

0.56

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<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)

2.0

Application In Synthesis of [ 34846-90-7 ]

* 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 [ 34846-90-7 ]

[ 34846-90-7 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 110-91-8 ]
  • [ 34846-90-7 ]
  • [ 101471-73-2 ]
  • 2
  • [ 34846-90-7 ]
  • [ 142755-47-3 ]
  • 4
  • [ 34846-90-7 ]
  • [ 124-41-4 ]
  • [ 7424-91-1 ]
  • 5
  • [ 34846-90-7 ]
  • [ 17282-40-5 ]
  • [ 128352-99-8 ]
  • 6
  • [ 34846-90-7 ]
  • [ 18010-05-4 ]
  • [ 34977-09-8 ]
  • 7
  • [ 34846-90-7 ]
  • [ 39996-57-1 ]
  • [ 55734-88-8 ]
  • 8
  • [ 34846-90-7 ]
  • [ 39996-55-9 ]
  • [ 55734-86-6 ]
  • 9
  • [ 34846-90-7 ]
  • [ 119140-24-8 ]
  • [ 119140-26-0 ]
  • 12
  • [ 34846-90-7 ]
  • [ 66737-00-6 ]
  • [ 1255468-13-3 ]
  • 13
  • [ 34846-90-7 ]
  • [ 75632-83-6 ]
  • [ 100-47-0 ]
  • 3-(3-Methyl-isoxazol-5-yl)-2-phenyl-1H-pyridin-4-one [ No CAS ]
  • 14
  • [ 63857-17-0 ]
  • [ 77-78-1 ]
  • [ 34846-90-7 ]
  • 15
  • [ 34846-90-7 ]
  • [ 60778-73-6 ]
  • 18
  • [ 67-56-1 ]
  • [ 34846-90-7 ]
  • benzyl-trimethyl-ammonium methylate [ No CAS ]
  • [ 2672-58-4 ]
  • 19
  • [ 34846-90-7 ]
  • 2-phenyl-3-(2-pyridyl)-N-trimethylsilyl-1-azaallyl anion [ No CAS ]
  • 5-(2-pyridyl)-6-phenyl-2-pyridone [ No CAS ]
  • 20
  • [ 34846-90-7 ]
  • 3-(3-methyl-5-isoxazolyl)-2-phenyl-N-trimethylsilyl-1-azaallyl anion [ No CAS ]
  • 5-(3-methyl-5-isoxazolyl)-6-phenyl-2-pyridone [ No CAS ]
  • 21
  • [ 34846-90-7 ]
  • Acetic acid 2-((2S,3R)-3-hydroxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl ester [ No CAS ]
  • (E)-3-[(2R,3S)-2-(2-Acetoxy-ethyl)-3-methyl-tetrahydro-pyran-3-yloxy]-acrylic acid methyl ester [ No CAS ]
  • 22
  • [ 34846-90-7 ]
  • (2S,3R)-2-[1,3]Dithian-2-ylmethyl-3-methyl-tetrahydro-pyran-3-ol [ No CAS ]
  • (E)-3-((2S,3R)-2-[1,3]Dithian-2-ylmethyl-3-methyl-tetrahydro-pyran-3-yloxy)-acrylic acid methyl ester [ No CAS ]
  • 23
  • [ 67-56-1 ]
  • [ 292638-85-8 ]
  • [ 7424-91-1 ]
  • [ 34846-90-7 ]
  • 24
  • [ 839718-02-4 ]
  • [ 34846-90-7 ]
  • [ 839718-03-5 ]
YieldReaction ConditionsOperation in experiment
51% With triethylamine; In dichloromethane; at 20℃; (Step B-4) Synthesis of methyl 3-(4-chloromethylphenyl)isoxazole-4-carboxylate N-Hydroxy-4-chloromethylbenzenecarboxyimidoyl chloride (15.27 g, 74.82 mmol) was dissolved in dichloromethane (300 ml), methyl 3-methoxyacrylate (10.43 g, 89.82 mmol) was added, and triethylamine (21 ml, 151 mmol) was slowly added dropwise. The mixture was stirred overnight at room temperature. Water was added, and the mixture was extracted with dichloromethane. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained crude product was purified by silica gel chromatography (hexane:ethyl acetate=5:1) to give the title compound (9.67 g, 51percent). 1H-NMR(300 MHz, CDCl3) delta=3.84(3H, s), 4.63(2H, s), 7.49(2H, d, J=6.9 Hz), 7.70(2H, d, J=6.9 Hz), 9.01(1H, s).
  • 25
  • [ 839718-17-1 ]
  • [ 34846-90-7 ]
  • [ 839718-18-2 ]
YieldReaction ConditionsOperation in experiment
58% With triethylamine; In dichloromethane; at 20℃; (Step 4) Synthesis of methyl 3-(4-(2-chloroethyl)phenyl)isoxazole-4-carboxylate N-Hydroxy-4-(2-chloroethyl)benzenecarboxyimidoyl chloride (2.07 g, 9.48 mmol) was dissolved in dichloromethane (5 ml), methyl 3-methoxyacrylate (1.32 g, 11.37 mmol) was added, and triethylamine (1.92 g, 18.97 mmol) was slowly added dropwise. The mixture was stirred overnight at room temperature. Water was added, and the mixture was extracted with dichloromethane. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained crude product was purified by silica gel chromatography (hexane:ethyl acetate=5:1) to give the title compound (1.46 g, 58percent). MS(ESI) m/z 266 (M+H)+.
  • 26
  • [ 34846-90-7 ]
  • [ 29305-61-1 ]
  • [ 839718-33-1 ]
  • 27
  • [ 34846-90-7 ]
  • [ 1011-84-3 ]
  • [ 60092-92-4 ]
  • 28
  • [ 34846-90-7 ]
  • (Z)-2-Dimethoxymethyl-3-hydroxy-acrylic acid methyl ester [ No CAS ]
  • 31
  • [ 34846-90-7 ]
  • [ 100-51-6 ]
  • [ 188569-98-4 ]
  • 32
  • [ 34846-90-7 ]
  • [ 75-65-0 ]
  • [ 7424-90-0 ]
  • 34
  • [ 34846-90-7 ]
  • [ 19472-74-3 ]
  • [ 77-92-9 ]
  • 4-(2-bromo-phenyl)-4-cyano-but-3-enoic acid methyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
96% With sodium chloride; sodium t-butanolate; In tetrahydrofuran; Example 3 4-(2-BROMO-PHENYL)-4-CYANO-BUT-3-ENOIC ACID METHYL ESTER A solution of 2-bromo-phenylacetonitrile (6.62 mL, 51.0 mmol) and methyl-3-methoxyacrylate (5.32 mL, 49.5 mmol) in tetrahydrofuran (10 ml) was added to a suspension of sodium tert-butoxide (5.05 g, 51.0 mmol) in tetrahydrofuran (70 mL) at 0° C. over 10 minutes under a stream of nitrogen. The reaction mixture was warmed to room temperature and after 15 minutes diluted with methyl tert-butyl ether (240 mL). To the mixture was added 0.2 N aqueous citric acid until the aqueous layer had a pH of 2 (80 mL). The organic layer was separated and washed with a saturated aqueous solution of sodium chloride (2*80 mL), dried over anhydrous sodium sulfate, filtered through a pad of Celite and silica (4:1) and concentrated in vacuo to provide 4-(2-bromo-phenyl)-4-cyano-but-3-enoic acid methyl ester as a pale yellow oil (13.8 g, 96percent). Major isomer 1H NMR (400 MHz, CDCl3) delta7.59 (dd, 1H, J =7.6, 1.2), 7.57-719 (m, 3H), 6.71 (t, 1H, J=7.1), 3.71 (s, 3H), 3.61 (d, 2H, J=7.1); 13C NMR (100 MHz, CDCl3) delta169.7, 144.4, 133.7, 131.4, 131.1, 128.3, 122.5, 118.1, 117.3, 115.3, 52.7, 36.6; IR (ATR, neat) 1737, 1434, 1319, 1199, 1171, 1026, 755 cm-1. Minor isomer 1H NMR (400 MHz, CDCl3) delta7.61 (dd, 1H, J=7.6, 1.0), 7.57-7.19 (m, 3H), 6.9 (t,1H, J=7.5), 3.64 (s, 3H), 3.06 (d, 2H, J=7.5).
  • 35
  • [ 40789-98-8 ]
  • [ 34846-90-7 ]
  • [ 14559-13-8 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; sodium methylate; sodium hydrogencarbonate; In water; EXAMPLE 2 The toluene solution of 3-mercapto-2-butanone from the previous step (613 g of ca. 25 wt percent solution) was placed in a clean, dry reactor along with 15 g of methyl-3-methoxyacrylate. The mixture was warmed to 25° C., stirred vigorously, and treated with solid sodium methoxide (8.5 g, ca. 0.1 equiv.) all at once. The remaining methyl-3-methoxyacrylate (151 g) was added in at a rate to keep the temperature at or below 35° C. (2 h). The resulting mixture was allowed to reach room temperature and stir for 21 h. Concentrated hydrochloric acid (88 g) was added to the mixture over 30 min such that the temperature did not exceed 35° C. The resulting mixture was stirred vigorously for 2 h, then treated with 73 g of water, and stirred for 10 min more. The phases were allowed to separate. After standing for 10 min, the aqueous phase was drained from the reactor, and the upper, product phase was washed with 100 g of 5percent sodium bicarbonate solution. After being stirred for 15 min, the phases were allowed to separate. The lower, aqueous phase was drained from the reactor, and the upper, product phase was transferred to a distilling flask. The toluene was distilled through a 5-plate distillation column at 100 mmHg. After a small fraction containing toluene and other low boiling impurities was collected, the product, 3-carbomethoxy-4,5-dimethylthiophene, was distilled through the column at 50 mmHg.
With hydrogenchloride; sodium methylate; sodium hydrogencarbonate; In water; Example 2 The toluene solution of 3-mercapto-2-butanone from the previous step (613 g of ca. 25 wtpercent solution) was placed in a clean, dry reactor along with 15 g of methyl-3-methoxyacrylate. The mixture was warmed to 25°C, stirred vigorously, and treated with solid sodium methoxide (8.5 g, ca. 0.1 equiv.) all at once. The remaining methyl-3-methoxyacrylate (151 g) was added in at a rate to keep the temperature at or below 35°C (2 h). The resulting mixture was allowed to reach room temperature and stir for 21 h. Concentrated hydrochloric acid (88 g) was added to the mixture over 30 min such that the temperature did not exceed 35°C. The resulting mixture was stirred vigorously for 2 h, then treated with 73 g of water, and stirred for 10 min more. The phases were allowed to separate. After standing for 10 min, the aqueous phase was drained from the reactor, and the upper, product phase was washed with 100 g of 5percent sodium bicarbonate solution. After being stirred for 15 min, the phases were allowed to separate. The lower, aqueous phase was drained from the reactor, and the upper. product phase was transferred to a distilling flask. The toluene was distilled through a 5-plate distillation column at 13.3 kPa [100 mmHg]. After a small fraction containing toluene and other low boiling impurities was collected, the product, 3-carbomethoxy-4,5-dimethylthiophene, was distilled through the column at 6.665 kPa [150 mmHg].
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 34846-90-7 ]

Alkenyls

Chemical Structure| 5941-55-9

A239614 [5941-55-9]

Ethyl (E)-3-Ethoxyacrylate

Similarity: 0.89

Chemical Structure| 6192-01-4

A131443 [6192-01-4]

3-Ethoxyacrylic acid

Similarity: 0.84

Chemical Structure| 2756-87-8

A251448 [2756-87-8]

(E)-4-methoxy-4-oxobut-2-enoic acid

Similarity: 0.70

Chemical Structure| 2396-77-2

A154352 [2396-77-2]

Methyl 2-Hexenoate

Similarity: 0.67

Chemical Structure| 2459-05-4

A145377 [2459-05-4]

(E)-4-Ethoxy-4-oxobut-2-enoic acid

Similarity: 0.66

Aliphatic Chain Hydrocarbons

Chemical Structure| 5941-55-9

A239614 [5941-55-9]

Ethyl (E)-3-Ethoxyacrylate

Similarity: 0.89

Chemical Structure| 6192-01-4

A131443 [6192-01-4]

3-Ethoxyacrylic acid

Similarity: 0.84

Chemical Structure| 2756-87-8

A251448 [2756-87-8]

(E)-4-methoxy-4-oxobut-2-enoic acid

Similarity: 0.70

Chemical Structure| 2396-77-2

A154352 [2396-77-2]

Methyl 2-Hexenoate

Similarity: 0.67

Chemical Structure| 2459-05-4

A145377 [2459-05-4]

(E)-4-Ethoxy-4-oxobut-2-enoic acid

Similarity: 0.66

Esters

Chemical Structure| 5941-55-9

A239614 [5941-55-9]

Ethyl (E)-3-Ethoxyacrylate

Similarity: 0.89

Chemical Structure| 2756-87-8

A251448 [2756-87-8]

(E)-4-methoxy-4-oxobut-2-enoic acid

Similarity: 0.70

Chemical Structure| 2396-77-2

A154352 [2396-77-2]

Methyl 2-Hexenoate

Similarity: 0.67

Chemical Structure| 2459-05-4

A145377 [2459-05-4]

(E)-4-Ethoxy-4-oxobut-2-enoic acid

Similarity: 0.66

Chemical Structure| 110104-60-4

A260180 [110104-60-4]

(E)-Methyl 4-chloro-3-methoxybut-2-enoate

Similarity: 0.65