Home Cart 0 Sign in  
X

[ CAS No. 42726-73-8 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 42726-73-8
Chemical Structure| 42726-73-8
Chemical Structure| 42726-73-8
Structure of 42726-73-8 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 42726-73-8 ]

Related Doc. of [ 42726-73-8 ]

Alternatived Products of [ 42726-73-8 ]

Product Details of [ 42726-73-8 ]

CAS No. :42726-73-8 MDL No. :MFCD00042856
Formula : C8H14O4 Boiling Point : -
Linear Structure Formula :- InChI Key :XPSYZCWYRWHVCC-UHFFFAOYSA-N
M.W : 174.19 Pubchem ID :2733872
Synonyms :

Calculated chemistry of [ 42726-73-8 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.75
Num. rotatable bonds : 5
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 43.18
TPSA : 52.6 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) : -6.57 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.36
Log Po/w (XLOGP3) : 1.12
Log Po/w (WLOGP) : 0.89
Log Po/w (MLOGP) : 0.93
Log Po/w (SILICOS-IT) : 0.85
Consensus Log Po/w : 1.23

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.3
Solubility : 8.82 mg/ml ; 0.0506 mol/l
Class : Very soluble
Log S (Ali) : -1.82
Solubility : 2.65 mg/ml ; 0.0152 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.26
Solubility : 9.64 mg/ml ; 0.0553 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.73

Safety of [ 42726-73-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P305+P351+P338 UN#:N/A
Hazard Statements:H227-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 42726-73-8 ]

* 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 [ 42726-73-8 ]
  • Downstream synthetic route of [ 42726-73-8 ]

[ 42726-73-8 ] Synthesis Path-Upstream   1~12

  • 1
  • [ 42726-73-8 ]
  • [ 40052-13-9 ]
Reference: [1] Journal of Organic Chemistry, 1993, vol. 58, # 4, p. 879 - 886
  • 2
  • [ 67-56-1 ]
  • [ 40052-13-9 ]
  • [ 42726-73-8 ]
YieldReaction ConditionsOperation in experiment
91% at 20℃; for 48 h; A 200 mL round-bottom flask equipped with a stirring bar was charged with compound 6 (3.0 g, 18.7 mmol) and methyl alcohol (70 mL). To the solution, hafnium(IV) chloride tetrahydrofuran complex (1:2) (88 mg, 0.19 mmol) was added. The reaction was allowed to stir for 2 days at room temperature. To the reaction mixture, brine was added and extracted with CH2Cl2 (3*), dried over MgSO4, and concentrated in vacuo. The remaining residue was purified by silica gel column chromatography (hexanes/AcOEt = 50:50) to afford the desired product 7 (3.0 g, 91percent) as a colorless oil. 1H NMR (400 MHz, CDCl3) δ 3.74 (s, 3H), 3.30 (s, 2H), 1.47 (s, 9H); 13C NMR (100 MHz, CDCl3) δ 167.5, 165.8, 82.1, 52.3, 42.7, 27.9; HR-FAB MS calcd for C8H15O4 [M+H]+ 175.0883, found 175.0875.
Reference: [1] Tetrahedron Asymmetry, 2015, vol. 26, # 4, p. 214 - 218
  • 3
  • [ 40052-13-9 ]
  • [ 79-22-1 ]
  • [ 42726-73-8 ]
Reference: [1] Journal of Organic Chemistry, 2010, vol. 75, # 9, p. 3085 - 3096
[2] Chemical Communications, 2014, vol. 50, # 58, p. 7870 - 7873
  • 4
  • [ 540-88-5 ]
  • [ 42726-73-8 ]
Reference: [1] Journal of the American Chemical Society, 1946, vol. 68, p. 27
  • 5
  • [ 186581-53-3 ]
  • [ 40052-13-9 ]
  • [ 42726-73-8 ]
Reference: [1] Journal of the American Chemical Society, 1946, vol. 68, p. 27
  • 6
  • [ 108-59-8 ]
  • [ 75-65-0 ]
  • [ 42726-73-8 ]
Reference: [1] Chemistry - An Asian Journal, 2016, vol. 11, # 10, p. 1548 - 1554
  • 7
  • [ 105-53-3 ]
  • [ 75-65-0 ]
  • [ 42726-73-8 ]
Reference: [1] Journal of Organic Chemistry, 1993, vol. 58, # 4, p. 879 - 886
  • 8
  • [ 197520-90-4 ]
  • [ 75-65-0 ]
  • [ 42726-73-8 ]
Reference: [1] Tetrahedron Letters, 1997, vol. 38, # 38, p. 6689 - 6692
  • 9
  • [ 16695-14-0 ]
  • [ 115-11-7 ]
  • [ 42726-73-8 ]
Reference: [1] CHEMTECH, 1957, vol. 9, p. 477
  • 10
  • [ 186581-53-3 ]
  • [ 2033-24-1 ]
  • [ 75-65-0 ]
  • [ 42726-73-8 ]
Reference: [1] Chemical and Pharmaceutical Bulletin, 1983, vol. 31, # 8, p. 2955 - 2956
  • 11
  • [ 42726-73-8 ]
  • [ 74-88-4 ]
  • [ 132180-14-4 ]
YieldReaction ConditionsOperation in experiment
77%
Stage #1: With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 30 h;
Stage #2: at 0 - 20℃; for 18 h;
A 100 mL round-bottom flask equipped with a stirring bar was charged with compound 7 (1920 mg, 11.0 mmol) and DMF (25 mL). To the solution, sodium hydride (60percent oil suspension, 446 mg, 11.0 mmol) was added. The reaction was allowed to stir at 0 °C for 30 h. To the mixture, methyl iodide (670 μL, 11.0 mmol) was added at 0 °C and the mixture was stirred at room temperature for 18 h. To the reaction mixture, H2O was added, and the mixture was extracted with CH2Cl2 (3x), dried over MgSO4, and concentrated in vacuo. The remaining residue was purified by silica gel column chromatography (hexanes/AcOEt = 90:10) to afford the desired product 3 (1597 mg, 77percent) as a colorless oil. 1H NMR (400 MHz, CDCl3) δ 3.73 (s, 3H), 3.35 (q, J = 7.3 Hz, 1H), 1.46 (s, 9H), 1.38 (d, J = 7.3 Hz, 3H); 13C NMR (100 MHz, CDCl3) δ 170.9, 169.2, 81.6, 52.2, 47.0, 27.8, 13.5.
Reference: [1] Tetrahedron Asymmetry, 2015, vol. 26, # 4, p. 214 - 218
[2] Organic Letters, 2016, vol. 18, # 21, p. 5484 - 5487
[3] Patent: EP2177506, 2010, A1, . Location in patent: Page/Page column 82
[4] Journal of the American Chemical Society, 2012, vol. 134, # 24, p. 9836 - 9839
[5] Chemistry - A European Journal, 2015, vol. 21, # 40, p. 14095 - 14098
  • 12
  • [ 4548-45-2 ]
  • [ 42726-73-8 ]
  • [ 292600-22-7 ]
YieldReaction ConditionsOperation in experiment
42.8%
Stage #1: With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.25 h;
Stage #2: at 20℃; for 4 h;
Tert-butyl methyl malonate (2.64 g, 15.14 mmol) was dissolved in THF (50 mL). Sodium hydride (0.605 g, 15.14 mmol) was added portion-wise at 0 °C and the reaction mixture was allowed to stir for 15 mm at room temperature. 2-chloro-5-nitropyridine (2.012.61 mmol) dissolved in 10 mL of THF was then added to the mixture and the mixture was allowed to stir for 4 hours at room temperature before being quenched withsaturated aqueous ammonium chloride and extracted with EtOAc (3x). The combined organic layer was washed with brine, dried with sodium sulfate, filtered and concentrated. The resulting residue was dissolved in 30 mL of 2:1 DCMITFA and stirred for 1.5 hours. The reaction mixture was then diluted with 1.5 M potassium phosphate solution and extracted with EtOAc (3x). The combined organic layer was washed with brine, driedwith sodium sulfate, filtered and concentrated. The resulting residue was dissolved in methylene chloride before being charged to an 80 g silica gel cartridge which was eluted with a 30 mm gradient from 0-100percent EtOAc in hexane. Fractions containing the desired product were concentrated to yield Intermediate I-109A (1.06 g, 5.40 mmol, 42.8 percent yield), as a yellow oil. LC-MS: Method H, MS (ESI) m/z: 197.0 (M+H). ‘H NMR(400MHz, CDC13) 9.41 (d, J=2.6 Hz, 1H), 8.49 (dd, J8.6, 2.6 Hz, 1H), 7.56 (d, J8.6 Hz, 1H), 4.02 (s, 2H), 3.78 (s, 3H).
Reference: [1] Patent: WO2018/13774, 2018, A1, . Location in patent: Page/Page column 246
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 42726-73-8 ]

Aliphatic Chain Hydrocarbons

Chemical Structure| 671802-00-9

[ 671802-00-9 ]

tert-Butyl 3-(2-hydroxyethoxy)propanoate

Similarity: 0.93

Chemical Structure| 133803-81-3

[ 133803-81-3 ]

tert-Butyl 3-(2-(2-hydroxyethoxy)ethoxy)propanoate

Similarity: 0.93

Chemical Structure| 13195-64-7

[ 13195-64-7 ]

Diisopropyl malonate

Similarity: 0.92

Chemical Structure| 1071-46-1

[ 1071-46-1 ]

3-Ethoxy-3-oxopropanoic acid

Similarity: 0.85

Chemical Structure| 105-53-3

[ 105-53-3 ]

Diethyl malonate

Similarity: 0.85

Esters

Chemical Structure| 671802-00-9

[ 671802-00-9 ]

tert-Butyl 3-(2-hydroxyethoxy)propanoate

Similarity: 0.93

Chemical Structure| 133803-81-3

[ 133803-81-3 ]

tert-Butyl 3-(2-(2-hydroxyethoxy)ethoxy)propanoate

Similarity: 0.93

Chemical Structure| 13195-64-7

[ 13195-64-7 ]

Diisopropyl malonate

Similarity: 0.92

Chemical Structure| 1071-46-1

[ 1071-46-1 ]

3-Ethoxy-3-oxopropanoic acid

Similarity: 0.85

Chemical Structure| 105-53-3

[ 105-53-3 ]

Diethyl malonate

Similarity: 0.85