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[ CAS No. 160706-62-7 ] {[proInfo.proName]}

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Chemical Structure| 160706-62-7
Chemical Structure| 160706-62-7
Structure of 160706-62-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 160706-62-7 ]

CAS No. :160706-62-7 MDL No. :MFCD04114972
Formula : C14H17NO4 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 263.29 Pubchem ID :-
Synonyms :

Calculated chemistry of [ 160706-62-7 ]

Physicochemical Properties

Num. heavy atoms : 19
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.43
Num. rotatable bonds : 5
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 73.2
TPSA : 66.84 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) : -6.74 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.27
Log Po/w (XLOGP3) : 1.64
Log Po/w (WLOGP) : 1.59
Log Po/w (MLOGP) : 1.57
Log Po/w (SILICOS-IT) : 1.28
Consensus Log Po/w : 1.67

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -2.41
Solubility : 1.03 mg/ml ; 0.0039 mol/l
Class : Soluble
Log S (Ali) : -2.66
Solubility : 0.58 mg/ml ; 0.0022 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.36
Solubility : 1.15 mg/ml ; 0.00436 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 2.73

Safety of [ 160706-62-7 ]

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

Application In Synthesis of [ 160706-62-7 ]

* 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 [ 160706-62-7 ]
  • Downstream synthetic route of [ 160706-62-7 ]

[ 160706-62-7 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 13139-17-8 ]
  • [ 160706-62-7 ]
YieldReaction ConditionsOperation in experiment
85%
Stage #1: With sodium hydroxide In water at 5℃;
Stage #2: at 5 - 20℃; for 1 h;
Stage #3: With hydrogenchloride In water
R (-) [ETHYINIPECONATE] tartaric acid salt (117 g, 382 [MMOL)] was dissolved in 2N [NAOH] (1200 ml, 2.40 mol) and cooled to 5 [°C.] [Z-OSU] (100 g, 401 [MMOL)] dissolved in 100 [ML] THF was added to the chilled reaction. The mixture was allowed to stir at 5 [°C] for 1 h. and at RT overnight. Approx. 100 ml of solvent was removed by rotary evaporation in vacuo, and the remaining solution was acidified to pH 2-3 with conc. HCI (app. 75 [ML).] The resulting crystal were isolated by filtration and dried in vacuo overnight. Yield 86 g (85 percent) 1H-NMR (dmso-d6,400 MHz) [D :] 12.5 (s broad, 1H), (7.42-7. 30 (m, 5H), 5.1 (s, 2H), 4.0 (s, [1H),] 3. [80] (s, 1H), 3.12 (m, [1H),] 2.92 (t, 1H), 2.36 (m, 1H), 1.92 (m, 1H), 1.7-1. 48 (m, 2H), 1.48-1. 30 (m, [1 H).] HPLC-MS (Method B): [MILZ =] 264 (M+1), Rt = 3.30 min.
Reference: [1] Patent: WO2004/33455, 2004, A2, . Location in patent: Page 26
  • 2
  • [ 501-53-1 ]
  • [ 498-95-3 ]
  • [ 160706-62-7 ]
YieldReaction ConditionsOperation in experiment
36% With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; for 3.5 h; A solution of (R)-piperidine-3-carboxylic acid (XXVII) (5.0 g, 39 mmol) in a mixture of 50 ml of THF and 20 ml of water was cooled to O°C and sodium bicarbonate (6.5 g, 77.4 mmol) and benzyl chloroformate (8.0 g, 46.4 mmol) were added simultaneously. The reaction mixture was stirred at O°C for 30 min and at room temperature for 3 hours and concentrated under reduced pressure. The remaining aqueous phase was extracted with ethyl ether to remove excess of benzyl chloroformate, then it was acidified with 1 M HCI solution to pH 6 followed by extraction with ethyl acetate. The organic layer was separated, dried over sodium sulfate and evaporated to provide (R)-piperidine-1 ,3- dicarboxylic acid 1 -benzyl ester (XXVIII) (3.7 g, 36percent). MS: m/z = 263.9 (M+1 ). 1H NMR (DMSO-d6) δ = 7.38 (5H, m), 5.12 (2H, s), 4.19-3.90 (2H, m), 3.02 (1 H, m), 2.44 (1 H, m), 2.05 (1 H, m), 1.80-1.40 (3H, m).
Reference: [1] Patent: WO2009/47359, 2009, A1, . Location in patent: Page/Page column 160
[2] European Journal of Medicinal Chemistry, 2012, vol. 54, p. 771 - 783
  • 3
  • [ 160706-62-7 ]
  • [ 309956-78-3 ]
Reference: [1] Patent: CN105130879, 2018, B,
  • 4
  • [ 160706-62-7 ]
  • [ 1044560-96-4 ]
Reference: [1] Patent: CN105130879, 2018, B,
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