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[ CAS No. 1224157-88-3 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 1224157-88-3
Chemical Structure| 1224157-88-3
Chemical Structure| 1224157-88-3
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Quality Control of [ 1224157-88-3 ]

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Product Details of [ 1224157-88-3 ]

CAS No. :1224157-88-3 MDL No. :MFCD22370351
Formula : C12H14O4 Boiling Point : -
Linear Structure Formula :- InChI Key :LBSSNJFKFJEHIA-UHFFFAOYSA-N
M.W : 222.24 Pubchem ID :73553873
Synonyms :

Calculated chemistry of [ 1224157-88-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.33
Num. rotatable bonds : 4
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 59.59
TPSA : 63.6 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.43 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.04
Log Po/w (XLOGP3) : 1.73
Log Po/w (WLOGP) : 2.16
Log Po/w (MLOGP) : 1.58
Log Po/w (SILICOS-IT) : 2.18
Consensus Log Po/w : 1.94

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.32
Solubility : 1.06 mg/ml ; 0.00477 mol/l
Class : Soluble
Log S (Ali) : -2.68
Solubility : 0.462 mg/ml ; 0.00208 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.68
Solubility : 0.466 mg/ml ; 0.0021 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.81

Safety of [ 1224157-88-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1224157-88-3 ]

* 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 [ 1224157-88-3 ]
  • Downstream synthetic route of [ 1224157-88-3 ]

[ 1224157-88-3 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 140-88-5 ]
  • [ 1224157-88-3 ]
YieldReaction ConditionsOperation in experiment
62% With sodium periodate In water; acetonitrile at 20℃; for 48 h; To a stirred solution of the compound 5a (2.00 g, 8.93 mmol) and ethyl acrylate (7 mL, excess) in acetonitrile (10 mL) was added a solution of NaIO4 (6.00 g, 28.00 mmol) in water (20 mL) drop wise at 0 °C and the reaction mixture was stirred at ambient temperature for 48 h. Acetonitrile was evaporated under reduced pressure, residue was diluted with water (30 mL) and extracted with ethyl acetate (3 × 50 mL). The organic extract was combined, washed with brine (50 mL) and dried over anhydrous Na2SO4. Solvent was removed under reduced pressure and product was chromatographed on silica gel.Elution with petroleum ether / ethyl acetate (85:15) first gave the minor aldehyde 8a as a colorless solid (0.183 g, 18percent); mp 85 - 87 oC. [Rf = 0.5 petroleum ether/EtOAc (90:10)]. IR νmax: 3390, 1663 cm-1. 1H NMR (400 MHz, CD3COCD3): δ 11.35 (s, 1H), 10.13 (s, 1H), 8.40 (d, J = 2.0 Hz, 1H), 8.14 (dd, J1 = 8.7 Hz, J2 = 2.0 Hz, 1H), 7.06 (d, J = 8.7 Hz, 1H), 1.59 (s, 9H). 13C NMR (100 MHz, CD3COCD3): δ 197.9, 165.3, 164.8, 138.2, 136.3, 125.0, 121.4, 118.2, 81.7, 28.3. HRMS (ESI): m/z [M + K]+ calcd for C12H14KO4: 261.0524; found: 261.0525. The above data is in agreement with those reported in literature[13]. Continued elution with petroleum ether/ethyl acetate (70:30) gave the desired adduct 9a as a colorless solid (1.77 g, 62percent); mp 104 - 106 °C. [Rf = 0.5 petroleum ether/EtOAc (70:30)]. IR max: 1732, 1712 cm-1. 1H NMR (400 MHz, CDCl3): δ 7.06 (dd, J1 = 6.4 Hz, J2 = 1.8 Hz, 1H), 4.15 (q, J = 7.1 Hz, 2H), 3.86 (dd, J1 = 6.4 Hz, J2 = 2.2 Hz, 1H), 3.21-3.15 (m, 2H), 3.11 (part of an AB system, JAB = 6.2 Hz, 1H), 2.93 (part of an AB system, JAB = 6.2 Hz, 1H), 2.44 (partly merged ddd, J1 = 13.3 Hz, J2 = 10.5 Hz, J3 = 2.6 Hz, 1H ), 2.02 (ddd, J1 = 13.3 Hz, J2 = 5.2 Hz, J3 = 2.9 Hz, 1H), 1.50 (s, 9H), 1.26 (t, J = 7.1 Hz, 3H). 13C NMR (100 MHz, CDCl3): δ 203.2, 172.1, 162.5, 140.4, 135.4, 81.9, 61.7, 57.3, 53.2, 51.2, 40.6, 37.8, 28.2, 25.8, 14.2. HRMS (ESI): m/z [M + Na]+ calcd for C17H22NaO6: 345.1309; found: 345.1306.Crystal data of 9a: Crystal data of compound 9a: C17H22O6, M = 322.36, triclinic, space group P-1 ( 2), a = 6.636 (4) Å, b = 9.419 (6) Å, c = 13.627 (8) Å, = 92.616 (10), = 99.969(12), = 93.654(9), V = 835.8 (9) Å3, Dc = 1.281 g/ cm3, Z = 2, F(000) = 344.00, Size: 0.45 x 0.20 x 0.09 mm3, Wavelength = 0.71070 Å, GoF = 0.885, Absorption coefficient = 0.965 cm-1, Total/unique reflections = 8828 / 2929 [R(int) = 0.0950], T = 100 K, 2 range = 5.0 to 50.0, Final R [I > 2s(I)]: R1 = 0.0567, wR2 = 0.1604, R (all data): R1 = 0.0854, wR2 = 0.1604. Crystallographic data has been deposited with Cambridge Crystallographic data Centre, CCDC no. 1004667. Copy of the data can be obtained, free of charge, on application to CCDC. E-mail. Depositccdc.cam.ac.UK
Reference: [1] Synthetic Communications, 2014, vol. 44, # 24, p. 3552 - 3562
  • 2
  • [ 584-87-2 ]
  • [ 75-65-0 ]
  • [ 1224157-88-3 ]
Reference: [1] Dalton Transactions, 2010, vol. 39, # 8, p. 2070 - 2077
  • 3
  • [ 25804-49-3 ]
  • [ 1224157-88-3 ]
Reference: [1] Synthetic Communications, 2014, vol. 44, # 24, p. 3552 - 3562
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Technical Information

• 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Additions of Organometallic Reagents • Acetal Formation • Acidity of Phenols • Acyl Group Substitution • Add Hydrogen Cyanide to Aldehydes and Ketones to Produce Alcohols • Alcohol Syntheses from Aldehydes, Ketones and Organometallics • Alcohols Convert Acyl Chlorides into Esters • Alcoholysis of Anhydrides • Aldehydes and Ketones Form Hemiacetals Reversibly • Aldehydes May Made by Terminal Alkynes Though Hydroboration-oxidation • Aldol Addition • Aldol Condensation • Alkenes React with Ozone to Produce Carbonyl Compounds • Alkylation of Aldehydes or Ketones • Amides Can Be Converted into Aldehydes • Amines Convert Esters into Amides • Barbier Coupling Reaction • Baylis-Hillman Reaction • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Bouveault-Blanc Reduction • Bucherer-Bergs Reaction • Catalytic Hydrogenation • Chan-Lam Coupling Reaction • Claisen Condensations Produce β-Dicarbonyl Compounds • Claisen Condensations Produce β-Dicarbonyl Compounds • Clemmensen Reduction • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Complex Metal Hydride Reductions • Conjugate Additions of p-Benzoquinones • Conjugated Enone Takes Part in 1,4-Additions • Conversion of Amino with Nitro • Convert Aldonic Acid into the Lower Aldose by Oxidative Decarboxylation • Convert Esters into Aldehydes Using a Milder Reducing Agent • Corey-Chaykovsky Reaction • Corey-Fuchs Reaction • Cyanohydrins can be Convert to Carbonyl Compounds under Basic Conditions • Decarboxylation of 3-Ketoacids Yields Ketones • Decomposition of Arenediazonium Salts to Give Phenols • Deoxygenation of the Carbonyl Group • Deprotection of Cbz-Amino Acids • Deprotonation of a Carbonyl Compound at the α -Carbon • Deprotonation of Methylbenzene • Diazo Coupling • DIBAL Attack Nitriles to Give Ketones • Directing Electron-Donating Effects of Alkyl • Dithioacetal Formation • Electrophilic Chloromethylation of Polystyrene • Electrophilic Substitution of the Phenol Aromatic Ring • Enamine Formation • Enamines Can Be Used to Prepare Alkylated Aldehydes • Enol-Keto Equilibration • Ester Cleavage • Ester Hydrolysis • Etherification Reaction of Phenolic Hydroxyl Group • Exclusive 1,4-Addition of a Lithium Organocuprate • Fischer Indole Synthesis • Friedel-Crafts Alkylation of Benzene with Acyl Chlorides • Friedel-Crafts Alkylation of Benzene with Carboxylic Anhydrides • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Friedel-Crafts Alkylations Using Alcohols • Friedel-Crafts Reaction • Grignard Reaction • Grignard Reagents Transform Esters into Alcohols • Groups that Withdraw Electrons Inductively Are Deactivating and Meta Directing • Halogenation of Benzene • Halogenation of Phenols • Hantzsch Dihydropyridine Synthesis • Hantzsch Pyridine Synthesis • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Henry Nitroaldol Reaction • HIO4 Oxidatively Degrades Vicinal Diols to Give Carbonyl Derivatives • Horner-Wadsworth-Emmons Reaction • Hydration of the Carbonyl Group • Hydride Reductions • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydroboration of a Terminal Alkyne • Hydrogenation by Palladium on Carbon Gives the Saturated Carbonyl Compound • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Julia-Kocienski Olefination • Ketones Undergo Mixed Claisen Reactions to Form β-Dicarbonyl Compounds • Knoevenagel Condensation • Kolbe-Schmitt Reaction • Leuckart-Wallach Reaction • Lithium Organocuprate may Add to the α ,β -Unsaturated Carbonyl Function in 1,4-Fashion • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mukaiyama Aldol Reaction • Nitration of Benzene • Nozaki-Hiyama-Kishi Reaction • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Oxidation of Alcohols to Carbonyl Compounds • Oxidation of Aldehydes Furnishes Carboxylic Acids • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Oxidation of Phenols • Passerini Reaction • Paternò-Büchi Reaction • Pechmann Coumarin Synthesis • Periodic Acid Degradation of Sugars • Petasis Reaction • Phenylhydrazone and Phenylosazone Formation • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Prins Reaction • Pyrroles, Furans, and Thiophenes are Prepared from γ-Dicarbonyl Compounds • Reactions of Aldehydes and Ketones • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions with Organometallic Reagents • Reduction of an Ester to an Alcohol • Reduction of an Ester to an Aldehyde • Reductive Amination • Reductive Removal of a Diazonium Group • Reformatsky Reaction • Reimer-Tiemann Reaction • Reverse Sulfonation——Hydrolysis • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Selective Eduction of Acyl Chlorides to Produce Aldehydes • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Stetter Reaction • Stobbe Condensation • Strecker Synthesis • Sulfonation of Benzene • Synthesis of 2-Amino Nitriles • Tebbe Olefination • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Cycloaddition of Dienes to Alkenes Gives Cyclohexenes • The Nitro Group Conver to the Amino Function • The Wittig Reaction • Thiazolium Salt Catalysis in Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Transesterification • Ugi Reaction • Use 1,3-dithiane to Prepare of α-Hydroxyketones • Vilsmeier-Haack Reaction • Wittig Reaction • Wolff-Kishner Reduction
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