Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 256411-39-9 | MDL No. : | MFCD09801019 |
Formula : | C12H20N2O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | LARQASBBVGBMDA-UHFFFAOYSA-N |
M.W : | 224.30 | Pubchem ID : | 22248390 |
Synonyms : |
|
Num. heavy atoms : | 16 |
Num. arom. heavy atoms : | 0 |
Fraction Csp3 : | 0.83 |
Num. rotatable bonds : | 4 |
Num. H-bond acceptors : | 3.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 65.96 |
TPSA : | 53.33 Ų |
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 |
Log Po/w (iLOGP) : | 2.61 |
Log Po/w (XLOGP3) : | 1.55 |
Log Po/w (WLOGP) : | 2.17 |
Log Po/w (MLOGP) : | 1.33 |
Log Po/w (SILICOS-IT) : | 1.44 |
Consensus Log Po/w : | 1.82 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -1.94 |
Solubility : | 2.56 mg/ml ; 0.0114 mol/l |
Class : | Very soluble |
Log S (Ali) : | -2.28 |
Solubility : | 1.18 mg/ml ; 0.00525 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -1.77 |
Solubility : | 3.79 mg/ml ; 0.0169 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 2.19 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H332-H335 | Packing Group: | N/A |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With ammonium hydroxide; hydrogen In methanol at 50℃; for 5 h; | A mixture of tert-butyl 4-(cyanomethyl)piperidine-1-carboxylate (20 g, 89.29 mmol) and NH4OH (9 mL) in MeOH (200 mL) was hydrogenated with Raney Ni (6 g, 101.69 mmol) at 50 °C for 5 h under 50 psi of H2. The mixture was filtered through a celite pad and the filtrate was concentrated to afford product (20.5 g, 100percent) as colorless oil. 1H NMR (400 MHz, CDCl3) δ 1.06 - 1.19 (m, 2H) 1.44 (d, J=7.41 Hz, 2H) 1.47 (s, 9H) 1.50 - 1.58 (m, 1H) 1.66 (d, J=12.49 Hz, 2H) 2.09 (br. s., 2H) 2.70 (t, J=12.29 Hz, 2H) 2.75 - 2.83 (m, 2H) 4.08 (br. s., 2H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76.6% | at 20 - 80℃; for 24 h; | NaCN (4.00 g, 80.0 mmol) and H2O (20 ml) at room temperature were added to a stirred solution of tert-butyl 4-(((methylsulfonyl)oxy)methyl)piperidine-1-carboxylate (15.3 g) in EtOH (80 ml). The reaction mixture was stirred at 80 °C for 24 h. After completing the reaction, the solvents were concentrated in vacuo. The residue was dissolved in AcOEt (300 ml) and H2O (100 ml). The aqueous layer was extracted with AcOEt (300 ml). The combined organic layers were washed with brine (100 ml), dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by column chromatography on silica gel (hexane-AcOEt) to give 7 (6.87 g, 76.6percent from 7) as a white solid. 1H NMR (400 MHz, CDCl3) δ 1.21-1.31 (2H, m), 1.46 (9H, s), 1.78-1.86 (3H, m), 2.31 (2H, d, J = 6.4 Hz), 2.64-2.78 (2H, m), 4.07-4.21 (2H, m). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
6.87 g | at 80℃; for 24 h; | 4-(cyanomethyl)piperidine-1-carboxylate tert-Butyl 4-[(methylsulfonyl)oxy]methyl}piperidine-1-carboxylate (15.3 g) was dissolved in ethanol (80 mL), water (20 mL) and sodium cyanide (4.0 g, 80 mmol) were added, and stirring was conducted at 80° C. for 24 hours. Ethanol was distilled off, water and ethyl acetate were added, and then the resultant mixture was subject to Celite filtration, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under a reduced pressure, and the obtained residue was purified by using silica gel column chromatography (hexane:ethyl acetate=3:1→2:1) to give tert-butyl 4-(cyanomethyl)piperidine-1-carboxylate (6.87 g, 77percent, 3 steps) as a white solid. 1H-NMR (CDCl3) δ: 1.21-1.31 (2H, m), 1.46 (9H, s), 1.78-1.86 (3H, m), 2.31 (2H, d, J=6.4 Hz), 2.64-2.78 (2H, m), 4.07-4.21 (2H, m). |
[ 91419-52-2 ]
tert-Butyl 4-cyanopiperidine-1-carboxylate
Similarity: 0.98
[ 774609-73-3 ]
tert-Butyl 4-(cyanomethyl)-4-hydroxypiperidine-1-carboxylate
Similarity: 0.94
[ 91419-53-3 ]
tert-Butyl 3-cyanopiperidine-1-carboxylate
Similarity: 0.94
[ 146093-46-1 ]
4-(Aminoethyl)-1-N-Boc-piperidine
Similarity: 0.92
[ 91419-52-2 ]
tert-Butyl 4-cyanopiperidine-1-carboxylate
Similarity: 0.98
[ 774609-73-3 ]
tert-Butyl 4-(cyanomethyl)-4-hydroxypiperidine-1-carboxylate
Similarity: 0.94
[ 91419-53-3 ]
tert-Butyl 3-cyanopiperidine-1-carboxylate
Similarity: 0.94
[ 142253-58-5 ]
tert-Butyl 3-(cyanomethyl)azetidine-1-carboxylate
Similarity: 0.90
[ 91419-52-2 ]
tert-Butyl 4-cyanopiperidine-1-carboxylate
Similarity: 0.98
[ 774609-73-3 ]
tert-Butyl 4-(cyanomethyl)-4-hydroxypiperidine-1-carboxylate
Similarity: 0.94
[ 91419-53-3 ]
tert-Butyl 3-cyanopiperidine-1-carboxylate
Similarity: 0.94
[ 146093-46-1 ]
4-(Aminoethyl)-1-N-Boc-piperidine
Similarity: 0.92
[ 91419-52-2 ]
tert-Butyl 4-cyanopiperidine-1-carboxylate
Similarity: 0.98
[ 774609-73-3 ]
tert-Butyl 4-(cyanomethyl)-4-hydroxypiperidine-1-carboxylate
Similarity: 0.94
[ 91419-53-3 ]
tert-Butyl 3-cyanopiperidine-1-carboxylate
Similarity: 0.94
[ 146093-46-1 ]
4-(Aminoethyl)-1-N-Boc-piperidine
Similarity: 0.92