[ CAS No. 63131-30-6 ] {[proInfo.proName]}

Name: 63131-30-6|Ethyl 3-(4-iodophenyl)-3-oxopropanoate|97%
Brand: Ambeed
SKU: A118350
Price: 23.0 USD
Availability: InStock
Rating: 90 (27 reviews)

,{[proInfo.pro_purity]}

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

2D 3D

Structure of 63131-30-6 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 63131-30-6 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 63131-30-6 ]

SDS Specification

Alternatived Products of [ 63131-30-6 ]

Product Details of [ 63131-30-6 ]

CAS No. :	63131-30-6	MDL No. :	MFCD03701540
Formula :	C₁₁H₁₁IO₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DOIUIJYPQHAHLM-UHFFFAOYSA-N
M.W :	318.11	Pubchem ID :	3593589
Synonyms :

Calculated chemistry of [ 63131-30-6 ]

Physicochemical Properties

Num. heavy atoms :	15
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.27
Num. rotatable bonds :	5
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	65.06
TPSA :	43.37 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.45 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.45
Log Po/w (XLOGP3) :	2.52
Log Po/w (WLOGP) :	2.43
Log Po/w (MLOGP) :	2.43
Log Po/w (SILICOS-IT) :	3.28
Consensus Log Po/w :	2.62

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.37
Solubility :	0.137 mg/ml ; 0.000431 mol/l
Class :	Soluble
Log S (Ali) :	-3.08
Solubility :	0.266 mg/ml ; 0.000838 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.16
Solubility :	0.0219 mg/ml ; 0.0000689 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	2.01

Safety of [ 63131-30-6 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 63131-30-6 ]

* 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 [ 63131-30-6 ]
Downstream synthetic route of [ 63131-30-6 ]

[ 63131-30-6 ] Synthesis Path-Upstream 1~2

1
[ 141-78-6 ]
[ 1711-02-0 ]
[ 63131-30-6 ]

Reference： [1] European Journal of Medicinal Chemistry, 2017, vol. 126, p. 1118 - 1128

2
[ 13329-40-3 ]
[ 105-58-8 ]
[ 63131-30-6 ]

Reference： [1] Organic and Biomolecular Chemistry, 2018, vol. 16, # 25, p. 4683 - 4687

[ 63131-30-6 ] Synthesis Path-Downstream 1~58

1
C₆H₁₄ClOPS [ No CAS ]
[ 63131-30-6 ]
[ 63131-26-0 ]

Reference： [1]Patent: FR2321499,1977,
Patent: DE2536977,1977,
Chem.Abstr.,1977,vol. 87

2
[ 63131-30-6 ]
[ 5075-13-8 ]
[ 63131-27-1 ]

Reference： [1]Patent: FR2321499,1977,
Patent: DE2536977,1977,
Chem.Abstr.,1977,vol. 87

3
[ 63131-30-6 ]
[ 2524-17-6 ]
[ 63131-25-9 ]

Reference： [1]Patent: FR2321499,1977,
Patent: DE2536977,1977,
Chem.Abstr.,1977,vol. 87

4
[ 63131-30-6 ]
[ 57878-62-3 ]
[ 63131-22-6 ]

Reference： [1]Patent: FR2321499,1977,
Patent: DE2536977,1977,
Chem.Abstr.,1977,vol. 87

5
[ 63131-30-6 ]
3-(4-iodo-phenyl)-4<i>H</i>-isoxazol-5-one [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2002,vol. 12,p. 319 - 323
[2]Angewandte Chemie - International Edition,2018,vol. 57,p. 5720 - 5724
Angew. Chem.,2018,vol. 130,p. 5822 - 5826,5

6
[ 63131-30-6 ]
[ 359424-72-9 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2002,vol. 12,p. 319 - 323

7
[ 63131-30-6 ]
(3-azepan-1-yl-propyl)-benzo[1,3]dioxol-5-ylmethyl-[3-(4-iodo-phenyl)-isoxazol-5-yl]-amine [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2002,vol. 12,p. 319 - 323

8
[ 63131-30-6 ]
[ 4637-24-5 ]
[ 1103532-75-7 ]

Reference： [1]European Journal of Medicinal Chemistry,2008,vol. 43,p. 2627 - 2638

9
[ 63131-30-6 ]
[ 506-93-4 ]
[ 1070217-58-1 ]

Reference： [1]Journal of Medicinal Chemistry,2008,vol. 51,p. 6571 - 6580

10
[ 63131-30-6 ]
[ 708-06-5 ]
[ 1148118-32-4 ]

Reference： [1]Journal of Medicinal Chemistry,2009,vol. 52,p. 2673 - 2682

11
[ 63131-30-6 ]
[ 1286715-55-6 ]

Reference： [1]Journal of Organic Chemistry,2011,vol. 76,p. 3203 - 3221

12
[ 63131-30-6 ]
[ 38945-21-0 ]
C₁₄H₁₆INO₃ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2011,vol. 76,p. 3203 - 3221

13
[ 63131-30-6 ]
[ 1361967-87-4 ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 1844 - 1857
[2]Patent: WO2012/69856,2012,A1

14
[ 63131-30-6 ]
[ 1361967-89-6 ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 1844 - 1857
[2]Patent: WO2012/69856,2012,A1

15
[ 63131-30-6 ]
[ 1361967-91-0 ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 1844 - 1857
[2]Patent: WO2012/69856,2012,A1

16
[ 63131-30-6 ]
[ 1361967-93-2 ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 1844 - 1857

17
[ 63131-30-6 ]
[ 1361967-96-5 ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 1844 - 1857
[2]Patent: WO2012/69856,2012,A1

18
[ 63131-30-6 ]
[ 62-53-3 ]
[ 1361967-85-2 ]

Yield	Reaction Conditions	Operation in experiment
86%	With acetic acid; In ethanol; for 4h;Reflux;	Preparation of ethyl 3-(4-iodophenyl)-3-(phenylamino)acrylate 24[00332]To a solution of aniline (2.93g, 2.86ml, 31.4mmol) in EtOH (10ml), acetic acid (1.89g, 1.80ml, 31.4mmol) was added, followed by the addition of a solution of ethyl (4-iodobenzoyl) acetate in EtOH (10ml). The resulting solution was heated to reflux for at least 4 hours. EtOH was removed in vacuo, and the residue dissolved in DCM. The DCM solution was then washed with water, 5%HCl(aq.) and brine, and dried with Na2S04. The DCM was removed in vacuo to give the crude product as a yellow solid. The crude product was purified by columnchromatography eluting with 5% EtOAc in hexane to give the title product (1.06, 86%) as a pale yellow crystalline solid. 1H NMR (400 MHz, CDC13) delta 10.23 (s, 1H), 7.62 (d, J = 8.5 Hz, 2H), 7.17 - 7.02 (m, 5H), 6.94 (t, J = 6.9 Hz, 1H), 6.66 (d, J = 7.5 Hz, 2H), 4.97 (s, 1H), 4.20 (q, J = 7.1 Hz, 2H), 1.31 (t, J = 7.1 Hz, 3H).

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 1844 - 1857
[2]Patent: WO2012/69856,2012,A1 .Location in patent: Page/Page column 107

19
[ 63131-30-6 ]
[ 1373511-28-4 ]

Reference： [1]Journal of the American Chemical Society,2012,vol. 134,p. 7344 - 7350

20
[ 63131-30-6 ]
[ 74-88-4 ]
[ 1373511-21-7 ]

Reference： [1]Journal of the American Chemical Society,2012,vol. 134,p. 7344 - 7350

21
[ 7504-94-1 ]
[ 63131-30-6 ]
[ 1270083-90-3 ]

Yield	Reaction Conditions	Operation in experiment
49%	In ethanol; at 100℃; for 8h;	Example A-19Synthesis of 3-(4-iodophenyl)-1-(pyrimidin-2-yl)-1H-pyrazol-5-ol (19)Ethyl 4-iodobenzoylacetate (10 mmol, manufactured by Aldrich) and ethanol (10 mL) were charged in a 100 mL round-bottom flask to which a solution of 2-hydrazinopyrimidine (10 mmol, manufactured by Aldrich) in ethanol (10 mL) was then added. After being stirred at 100 C. for 8 hours, the reaction liquid was cooled at room temperature. The resulting solid was filtered, washed with ethanol and hexane, and then dried under vacuum to afford the title compound.Yield: 49%1H NMR (300 MHz, CDCl3) delta 11.94-11.92 (bs, 1H), 8.79 (d, 2H, J=4.9 Hz), 7.77-7.73 (m, 2H), 7.69-7.65 (m, 2H), 7.27-7.23 (m, 1H), 5.98 (s, 1H)

Reference： [1]Patent: US2012/220550,2012,A1 .Location in patent: Page/Page column 13

22
[ 63131-30-6 ]
[ 1394152-10-3 ]

Yield	Reaction Conditions	Operation in experiment
> 99%	With (2R,2'R,3R,3'R)-3,3'-di-tert-butyl-2,2'-diisopropyl-2,2',3,3'-tetrahydro-4,4'-bibenzo[d][1,3]oxaphosphole; hydrogen; palladium diacetate; In acetone; at 0 - 20℃; under 225023.0 Torr; for 20h;Glovebox;	The reaction was as follows: In a nitrogen atmosphere, palladium trifluoroacetate (0.33 mg, 2 mumol) and L3 (1.1 mg, 2.4 mumol) were mixed in a glove box, 1 mL of degassed acetone was added, and the mixture was stirred at room temperature for 1 hour, and the solvent was drained to obtain The in-situ generated metal complex was dissolved with 0.5 mL of pentafluoropropanol, added to a hydrogenation bottle, and 4i (20 mg, 0.1 mmol) was added, and the hydrogenated bottle was transferred to an autoclave. After the reaction vessel was closed, hydrogen was replaced three times, hydrogen gas was charged to 30 atm, and the reaction was carried out at 0 C. for 20 hours and then returned to room temperature. The hydrogen was vented and the reactor was opened. The crude reaction solution was filtered through a microporous membrane to remove metal ions. After diluting with isopropanol, the conversion rate and the product (R)-3-hydroxyl were directly determined by HPLC with a chiral AD-H column. Ethyl-3-(4-iodophenyl)propionate [(R)-5i] has an ee value of 97%.

Reference： [1]Chinese Journal of Chemistry,2018,vol. 36,p. 153 - 156
[2]Patent: CN107827929,2018,A .Location in patent: Paragraph 0281; 0282; 0283; 0284; 0285
[3]Organic Letters,2012,vol. 14,p. 4522 - 4524

23
[ 1428627-88-6 ]
[ 63131-30-6 ]
[ 1428627-91-1 ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 2779 - 2790

24
[ 63131-30-6 ]
[ 1569296-26-9 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium formate; In water; at 4℃; for 6h;pH 8.0;	General procedure: A typical procedure was as follows. For enantioselective reduction of alpha-cyanoacetophenones or alpha-nitroacetophenones, catalyst 5 (8.70 mg, 2.0 mumol of Ir, based on ICP analysis), acetophenones (0.80 mmol), and an aqueous solution of formic acid (5.0 equiv. 1.0 M formate solution, 0.2 M overall concentration, for X = CN, pH = 3.5; for X = NO2, pH = 2.0) were added sequentially to a 10.0 mL round-bottom flask. The mixture was then stirred at room temperature (25 C) for 5-20 h. [For enantioselective reduction of beta-ketoesters, catalyst 6 (8.0 mg, 2.0 mumol of Ir, based on ICP analysis), beta-ketoesters (0.80 mmol), and an aqueous sodium formate solution (5.0 equiv. 1.0 M formate solution, 0.2 M overall concentration, pH = 8.0) were added to a 10.0 mL roundbottom flask in turn. The mixture was then stirred at 4 C for 6-8 h.] During this period, the reaction was monitored constantly by TLC. After the completion of the reaction, the catalyst was separated by centrifugation (10,000 rpm) for the recycling experiment. The aqueous solution was extracted with ethyl ether (3 x 3.0 mL). The combined ethyl ether extracts were washed with brine twice and then dehydrated with Na2SO4. After evaporation of ethyl ether, the residue was purified by silica gel flash column chromatography to afford the desired product. The conversion was calculated through the external standard method, and the ee value was determined by a HPLC analysis using a UV-Vis detector and a Daicel OJ-H chiralcel column (Phi 0.46 x 25 cm).
	With sodium formate; In water; at 4℃; for 6h;pH 8.0;	General procedure: A typical procedure was as follows. For enantioselective reductionof alpha-cyanoacetophenones or alpha-nitroacetophenones, catalyst 5(8.70 mg, 2.0 lmol of Ir, based on ICP analysis), acetophenones(0.80 mmol), and an aqueous solution of formic acid (5.0 equiv. 1.0 M formate solution, 0.2 M overall concentration, for X = CN,pH = 3.5; for X = NO2, pH = 2.0) were added sequentially to a10.0 mL round-bottom flask. The mixture was then stirred at roomtemperature (25 C) for 5-20 h. [For enantioselective reduction of beta-ketoesters,catalyst 6 (8.0 mg, 2.0 lmol of Ir, based on ICP analysis), beta-ketoesters (0.80 mmol), and an aqueous sodium formate solution(5.0 equiv. 1.0 M formate solution, 0.2 M overall concentration,pH = 8.0) were added to a 10.0 mL roundbottom flask in turn. Themixture was then stirred at 4 C for 6-8 h.] During this period,the reaction was monitored constantly by TLC. After the completionof the reaction, the catalyst was separated by centrifugation(10,000 rpm) for the recycling experiment. The aqueous solutionwas extracted with ethyl ether (3 3.0 mL). The combined ethylether extracts were washed with brine twice and then dehydratedwith Na2SO4. After evaporation of ethyl ether, the residue waspurified by silica gel flash column chromatography to afford thedesired product. The conversion was calculated through the externalstandard method, and the ee value was determined by a HPLCanalysis using a UV-Vis detector and a Daicel OJ-H chiralcel column(U 0.46 25 cm).

Reference： [1]Journal of the American Chemical Society,2014,vol. 136,p. 4031 - 4039
[2]Journal of Catalysis,2014,vol. 320,p. 70 - 76
[3]Journal of Catalysis,2014,vol. 320,p. 70 - 76

25
[ 55962-05-5 ]
[ 63131-30-6 ]
[ 1632131-44-2 ]

Yield	Reaction Conditions	Operation in experiment
53%	With trifluoroacetic acid; In dichloromethane; at 0℃; for 1.5h;Molecular sieve; Inert atmosphere;	General procedure: To a degassed mixture of PhI=NTs (0.6 mmol, 224 mg) and powdered 4 A molecular sieves (240 mg)was added dichloromethane (1 mL). The reaction was then cooled to 0 oC and solution oftrifluoroacetic acid (0.05 mmol, 3.83 muL) in dichloromethane (1 mL) was added. Successively, 1,3-dicarbonyl compounds (0.5 mmol) was added and the reactions was monitored by TLC. Uponcompletion, the reaction was filtered, washed with EtOAc and concentrated under reduced pressure toafford the crude mixture. The latter was then purified by flash chromatography (1:4 EtOAc/n-Hex aseluent) to furnish the title compound.

Reference： [1]Synlett,2014,vol. 25,p. 201 - 204

26
[ 63131-30-6 ]
(E)-2-(4-iodobenzoyl)-4-(4-iodophenyl)-4-oxobut-2-enoic acid ethyl ester [ No CAS ]

Reference： [1]RSC Advances,2015,vol. 5,p. 46163 - 46172

27
[ 63131-30-6 ]
[ 294209-40-8 ]
ethyl 3-(4-iodophenyl)-3-oxo-2-(tetrahydrofuran-2-yl)propanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70.4 mg	With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 20℃; for 18h;Inert atmosphere;	General procedure: Tetrahydrofuran 1a (1 mL) was added to PhI=NTs (93 mg, 0.25 mmol) in a 5 mL round-bottomed flask and stirred for 50 min at room temperature. The solvent was then removed under reduced pressure and the flask back filled with N2(g). To the crude mixture, 1,3-dicarbonyl compound 3a (0.50 mmol, 2 equiv), DBU (4 muL, 0.025 mmol), and PhMe (1 mL) was subsequently added. The reaction was stirred for 18 h at room temperature or 40 C. Upon completion of the reaction, as judged by TLC analysis, the crude mixture was purified by flash column chromatography (eluent: n-hexane/EtOAc, 5:1-4:1) to give the corresponding product 4a.

Reference： [1]Molecules,2015,vol. 20,p. 13336 - 13353

28
[ 63131-30-6 ]
[ 147749-35-7 ]
1-ethyl-4-methyl-2-(4-iodo-benzoyl)-3-((4-oxo-phenyl)amino)succinate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With copper(II) bis(trifluoromethanesulfonate); In acetonitrile; for 1h;Irradiation;	10 ml test tube reaction of adding 0.2mmol2 - (4-methoxyphenylamino) methyl acetate and 0.01mmol trifluoro methane sulfonic acid copper, in order to 3 ml acetonitrile as the reaction solvent, added under stirring 0.1mmol4-iodophenylamino Carbamoyl ethyl acetate, the (green) LED illumination the reaction solution 1h rear, turns on lathe does reaction solvent, after column separation, the obtained product is nuclear magnetism hydrogen spectrum carbon spectrum and mass spectrum is identified as 1-ethyl 4-methyl 2 - (4-iodo benzoyl) - 3 - ((4-methoxylphenyl) amino) succinate

Reference： [1]Patent: CN104230734,2016,B .Location in patent: Paragraph 0212-0213

29
[ 50845-77-7 ]
[ 63131-30-6 ]
diethyl-2-(4-iodobenzoyl)-3-((4-methoxyphenyl)amino)succinate [ No CAS ]