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[ CAS No. 497861-77-5 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 497861-77-5
Chemical Structure| 497861-77-5
Chemical Structure| 497861-77-5
Structure of 497861-77-5 * Storage: {[proInfo.prStorage]}
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Product Details of [ 497861-77-5 ]

CAS No. :497861-77-5 MDL No. :MFCD18835622
Formula : C9H17NO3 Boiling Point : -
Linear Structure Formula :- InChI Key :GIQHYOAEOMSKKV-SSDOTTSWSA-N
M.W : 187.24 Pubchem ID :25231755
Synonyms :

Calculated chemistry of [ 497861-77-5 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.78
Num. rotatable bonds : 6
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 50.09
TPSA : 55.4 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) : -6.87 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.95
Log Po/w (XLOGP3) : 0.8
Log Po/w (WLOGP) : 1.49
Log Po/w (MLOGP) : 0.84
Log Po/w (SILICOS-IT) : 0.93
Consensus Log Po/w : 1.2

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.11
Solubility : 14.6 mg/ml ; 0.0778 mol/l
Class : Very soluble
Log S (Ali) : -1.54
Solubility : 5.34 mg/ml ; 0.0285 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.62
Solubility : 4.47 mg/ml ; 0.0239 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.47

Safety of [ 497861-77-5 ]

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 [ 497861-77-5 ]

* 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 [ 497861-77-5 ]
  • Downstream synthetic route of [ 497861-77-5 ]

[ 497861-77-5 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 842103-83-7 ]
  • [ 497861-77-5 ]
YieldReaction ConditionsOperation in experiment
84%
Stage #1: With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether at -5 - 0℃; for 1.5 h;
Stage #2: With potassium hydrogensulfate In tetrahydrofuran; diethyl ether; water
C: (R)-tert-Butyl 4-oxobutan-2-ylcarbamate [00346] To a solution of (R)-tert-butyl 4-(methoxy(methyl)amino)-4-oxobutan-2- ylcarbamate (2.48 g, 10.1 mmol) in Et20 (25 niL) cooled to -5 °C was added dropwise a 2.0 M solution of LAH in THF (6.28 niL, 12.6 mmol). After the addition, the resulting slightly milky solution was stirred at 0 °C for 1.5 hr. The reaction mixture was quenched with 1 M aqueous KHSO4 (20 mL) and diluted with water (30 mL). The resulting solution with white milky precipitate was extracted with Et20 (3x). The combined Et20 extracts were washed with 0.5 M aqueous KHSO4 (2 x 20 mL), saturated aqueous aHC03, water, and saturated aqueous NaCl, dried over Na2S04, filtered and concentrated. The residue was dried under vacuum to give (R)-tert-butyl 4-oxobutan-2-ylcarbamate (1.57 g, 8.40 mmol, 84percent yield) as a colorless oil. XH NMR (400 MHz, CDC13) δ ppm 9.76 (s, 1H), 4.64 (s, 1H), 4.20 - 4.08 (m, 1H), 2.69 - 2.52 (m, 2H), 1.43 (s, 9H), 1.24 (d, J = 6.8 Hz, 3H).
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 2, p. 576 - 585
[2] Patent: WO2012/125622, 2012, A1, . Location in patent: Page/Page column 137
[3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 7, p. 1903 - 1907
  • 2
  • [ 163188-28-1 ]
  • [ 497861-77-5 ]
Reference: [1] Patent: US2007/37853, 2007, A1, . Location in patent: Page/Page column 33
[2] Patent: WO2008/63912, 2008, A1, . Location in patent: Page/Page column 71
  • 3
  • [ 167216-17-3 ]
  • [ 497861-77-5 ]
Reference: [1] Chemistry - A European Journal, 2009, vol. 15, # 40, p. 10514 - 10532
[2] Chemistry - A European Journal, 2009, vol. 15, # 9, p. 2050 - 2054
  • 4
  • [ 24424-99-5 ]
  • [ 497861-77-5 ]
Reference: [1] Patent: WO2012/125622, 2012, A1,
  • 5
  • [ 159991-23-8 ]
  • [ 497861-77-5 ]
Reference: [1] Patent: WO2012/125622, 2012, A1,
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