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[ CAS No. 374794-96-4 ] {[proInfo.proName]}

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Chemical Structure| 374794-96-4
Chemical Structure| 374794-96-4
Structure of 374794-96-4 * Storage: {[proInfo.prStorage]}
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Product Details of [ 374794-96-4 ]

CAS No. :374794-96-4 MDL No. :MFCD11042295
Formula : C13H23NO3 Boiling Point : -
Linear Structure Formula :- InChI Key :JHFMRJOXVOCJJQ-UHFFFAOYSA-N
M.W : 241.33 Pubchem ID :21955227
Synonyms :

Calculated chemistry of [ 374794-96-4 ]

Physicochemical Properties

Num. heavy atoms : 17
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.92
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 69.72
TPSA : 38.77 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
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) : 2.99
Log Po/w (XLOGP3) : 1.7
Log Po/w (WLOGP) : 2.04
Log Po/w (MLOGP) : 1.71
Log Po/w (SILICOS-IT) : 1.89
Consensus Log Po/w : 2.07

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.21
Solubility : 1.49 mg/ml ; 0.00618 mol/l
Class : Soluble
Log S (Ali) : -2.13
Solubility : 1.79 mg/ml ; 0.00742 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.07
Solubility : 2.05 mg/ml ; 0.00851 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.93

Safety of [ 374794-96-4 ]

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 [ 374794-96-4 ]

* 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 [ 374794-96-4 ]
  • Downstream synthetic route of [ 374794-96-4 ]

[ 374794-96-4 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 236406-38-5 ]
  • [ 374794-96-4 ]
YieldReaction ConditionsOperation in experiment
65% With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; Diethyl azodicarboxylate (183 μl, 1.16 mmol) in tetrahydrofuran (0.5 mL) was added dropwise to a stirred, cooled (0° C.) solution of 1,1-dimethylethyl 4-(2-hydroxyethyl)-4-(hydroxymethyl)-1-piperidinecarboxylate (Description 42, 250 mg, 0.96 mmol) and triphenylphosphine (303 mg, 1.16 mmol) in tetrahydrofuran (10 mL) and the mixture was stirred at 020 C. for 90 minutes then at room temperature overnight. The mixture was cooled to 020 C. and further triphenylphosphine (126 mg, 0.48 mmol) and diethyl azodicarboxylate (76 μl, 0.48 mmol) were added. The mixture was stirred at room temperature for 2.5 hours, then the solvent was evaporated under reduced pressure and the residue was purified by flash column chromatography on silica gel, eluting with isohexane/EtOAc (80:20), to give the title compound as a colorless oil (150 mg, 65percent). m/z (ES+) 186 (M+1-C4H8).
65% at 0 - 20℃; Diethyl azodicarboxylate (183 μl, 1.16 mmol) in tetrahydrofuran (0.5 mL) was added dropwise to a stirred, cooled (0° C.) solution of 1,1-methylethyl 4(2-hydroxyethyl)-4-(hydroxymethyl)-1-piperidinecarboxylate (Description 84, 250 mg, 0.96 mmol) and triphenylphosphine (303 mg, 1.16 mmol) in tetrahydrofuran (10 mL) and the mixture was stirred at 0° C. for 90 minutes then at room temperature overnight. The mixture was cooled to 0° C. and further triphenylphosphine (126 mg, 0.48 mmol) and diethyl azodicarboxylate (76 μl, 0.48 mmol) were added. The mixture was stirred at room temperature for 2.5 hours, then the solvent was evaporated under reduced pressure and the residue was purified by flash column chromatography on silica gel, eluting with 4:1 isohexane:ethyl acetate, to give the title compound as a colorless oil (150 mg, 65percent). m/z (ES+) 186 (M+1-C4H8).
Reference: [1] Patent: US2003/225059, 2003, A1, . Location in patent: Page 27
[2] Patent: US2003/236250, 2003, A1, . Location in patent: Page 30
[3] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 13, p. 1759 - 1762
  • 2
  • [ 142851-03-4 ]
  • [ 374794-96-4 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 13, p. 1759 - 1762
  • 3
  • [ 154348-08-0 ]
  • [ 374794-96-4 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 13, p. 1759 - 1762
  • 4
  • [ 146603-99-8 ]
  • [ 374794-96-4 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 13, p. 1759 - 1762
  • 5
  • [ 247133-32-0 ]
  • [ 374794-96-4 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 13, p. 1759 - 1762
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