Structure of 614730-97-1
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
4.5
*For Research Use Only !
Change View
Size | Price | VIP Price | US Stock |
Global Stock |
In Stock | ||
{[ item.pr_size ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | Inquiry {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock 1-2 weeks - Inquiry - | Login | - + | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
1-2weeks
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
In Stock
- +
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 614730-97-1 |
Formula : | C11H20FNO3 |
M.W : | 233.28 |
SMILES Code : | CC(C)(C)OC(=O)N1CCC(F)(CO)CC1 |
MDL No. : | MFCD08062513 |
InChI Key : | BWZOULIMVKCGII-UHFFFAOYSA-N |
Pubchem ID : | 22248400 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H332-H335 |
Precautionary Statements: | P261-P280-P305+P351+P338 |
Num. heavy atoms | 16 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 0.91 |
Num. rotatable bonds | 4 |
Num. H-bond acceptors | 4.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 62.65 |
TPSA ? Topological Polar Surface Area: Calculated from |
49.77 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.56 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
1.14 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.76 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
1.3 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
1.35 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
1.62 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.74 |
Solubility | 4.24 mg/ml ; 0.0182 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-1.78 |
Solubility | 3.88 mg/ml ; 0.0166 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-1.61 |
Solubility | 5.74 mg/ml ; 0.0246 mol/l |
Class? Solubility class: Log S scale |
Soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg |
High |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg |
Yes |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) |
No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
No |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-6.91 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
0.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
0.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
2.27 |
* 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 |
---|---|---|
73% | With caesium carbonate; In dimethyl sulfoxide; at 80℃; for 4h; | To a mixture of tert-butyl 4-fluoro-4- (hydroxymethyl) piperidine-1-carboxylate (4.60 g, 19.70 mmol) and tert-butyl 5-chloro-2, 4-difluorobenzoate (4.89 g, 19.70 mmol) in dimethyl sulfoxide (50 mL) was added cesium carbonate (9.65 g, 29.60 mmol) and the reaction mixture was heated at 80 for 4 hours. After cooling to an ambient temperature, water (50 mL) was added, and then extracted with ethyl acetate (3 x 100 mL) . The organic layer was washed with brine (2×50 mL) , dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography eluting with gradient of 0-30 ethyl acetate in hexanes to afford the title compound as a colorless gum (6.60 g, 73) :1H NMR (300 MHz, CDCl3) δ 7.82 (d, J7.6 Hz, 1H) , 6.58 (d, J11.8 Hz, 1H) , 3.90-4.10 (m, 3H) , 3.07 (t, J12.4 Hz, 2H) , 1.98-1.89 (m, 3H), 1.84-1.56 (m, 2H) , 1.51 (s, (H) , 1.40 (s, 9H) MS (ES+) m/z 464.1, 462.1 (M+1) . |
73% | With caesium carbonate; In dimethyl sulfoxide; at 80℃; for 4h;Inert atmosphere; | Step 1 Preparation of tert-butyl 4-((4-(tert-butoxycarbonyl)-2-chloro-5-fluorophenoxy)methyl)-4-fluoropiperidine-1-carboxylate (0419) tert-butyl 4-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate (3.20 g, 13.7 mmol) and <strong>[1354961-13-9]tert-butyl 5-chloro-2,4-difluorobenzoate</strong> (3.40 g, 13.7 mmol) in dimethyl sulfoxide (50 mL) was added cesium carbonate (8.94 g, 27.5 mmol) and the reaction mixture was heated at 80 C. for 4 h. After cooling to an ambient temperature, added water (50 mL) and extracted with ethyl acetate (3×100 mL). The organic layer was washed brine (2×50 mL), dried over anhydrous sodium sulfate and filtered. The solvent was concentrated in vacuo and the residue was purified by silica gel column chromatography using gradient of 0-30% ethyl acetate in hexanes as eluent to afford the title compound as a colorless gum (6.6 g, 73% yield): 1H NMR (300 MHz, CDCl3) δ 7.82 (d, J=7.6 Hz, 1H), 6.58 (d, J=11.8 Hz, 1H), 3.90-4.10 (m, 3H), 3.07 (t, J=12.4 Hz, 2H), 1.98-1.89 (m, 3H), 1.84-1.56 (m, 2H), 1.51 (s, (H), 1.40 (s, 9H); MS (ES+) m/z 464.1, 462.1 (M+1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With borane-THF; In tetrahydrofuran; at 0 - 20℃; for 5h; | 1-(tert-Butoxycarbonyl)-4-fluoropiperidine-4-carboxylic acid 13a (5.0 g, 20 mmol) was dissolved in 50 mL of THF.A borane tetrahydrofuran solution (50 mL, 1 M/THF) was added dropwise at 0 C, and the mixture was reacted at room temperature for 5 hours. Slow down in the reaction solution at 0 CThe reaction was quenched by slowly adding 20 mL of methanol. Concentrate under reduced pressure to remove the solvent. Add 50 mL of water and extract with ethyl acetate (50 mL×3).The combined organic layers were washed with EtOAc EtOAc (EtOAc)Fluor-4-(hydroxymethyl)piperidine-1-carboxylic acid tert-butyl ester 13b (4.7 g, colorless oil), yield: 100%. |
98% | With borane-THF; In tetrahydrofuran; for 32h;Reflux; | To a solution of 1- (tert-butoxycarbonyl) -4-fluoropiperidine-4-carboxylic acid (5.00 g, 20.20 mmol) in tetrahydrofuran (100 mL) was added a solution of borane tetrahydrofuran complex (30.3 mL, 30.30 mmol, 1.0 M solution in tetrahydrofuran) . The reaction mixture was refluxed for 16 hours, and then another 24 mL of borane tetrahydrofuran complex was added and continued to reflux for another 16 hours. After cooling to ambient temperature the reaction mixture poured onto ice-cold water (50 mL) and saturated ammonium chloride (100 mL) , and extracted with ethyl acetate (3 x 100 mL) , dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated to afford the title compound (4.60 g, 98) . Which was used in the next step without further purification: MS (ES+) m/z 234.1 (M +1) . |
With borane-THF; In tetrahydrofuran; for 32h;Reflux; Inert atmosphere; | Step 1. Preparation of tert-Butyl 4-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate (0341) <strong>[614731-04-3]1-(tert-butoxycarbonyl)-4-fluoropiperidine-4-carboxylic acid</strong> (5.00 g, 20.20 mmol) in tetrahydrofuran (100 mL) was added a solution of borane tetrahydrofuran complex (30.3 mL, 30.30 mmol, 1.0 M solution in tetrahydrofuran). The reaction mixture was refluxed for 16 hours, and then another 24 mL of borane tetrahydrofuran complex was added and continued to reflux for another 16 hours. After cooling to ambient temperature the reaction mixture poured onto ice-cold water (50 mL) and saturated ammonium chloride (100 mL), and extracted with ethyl acetate (3×100 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated to afford the title compound (4.60 g, 98%). Which was used in the next step without further purification: MS (ES+) m/z 234.1 [M+H]+. |
A207532 [620611-27-0]
tert-Butyl 4-(aminomethyl)-4-fluoropiperidine-1-carboxylate
Similarity: 0.91
A266331 [955028-82-7]
trans-tert-Butyl 4-fluoro-3-hydroxypiperidine-1-carboxylate
Similarity: 0.90
A131433 [955028-88-3]
cis-tert-Butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate
Similarity: 0.85
A160297 [373604-28-5]
tert-Butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate
Similarity: 0.85
A266331 [955028-82-7]
trans-tert-Butyl 4-fluoro-3-hydroxypiperidine-1-carboxylate
Similarity: 0.90
A123210 [236406-21-6]
1-Boc-4-(Hydroxymethyl)-4-methylpiperidine
Similarity: 0.85
A731859 [123855-51-6]
tert-Butyl 4-(hydroxymethyl)piperidine-1-carboxylate
Similarity: 0.85
A131433 [955028-88-3]
cis-tert-Butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate
Similarity: 0.85
A160297 [373604-28-5]
tert-Butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate
Similarity: 0.85
A207532 [620611-27-0]
tert-Butyl 4-(aminomethyl)-4-fluoropiperidine-1-carboxylate
Similarity: 0.91
A266331 [955028-82-7]
trans-tert-Butyl 4-fluoro-3-hydroxypiperidine-1-carboxylate
Similarity: 0.90
A123210 [236406-21-6]
1-Boc-4-(Hydroxymethyl)-4-methylpiperidine
Similarity: 0.85
A731859 [123855-51-6]
tert-Butyl 4-(hydroxymethyl)piperidine-1-carboxylate
Similarity: 0.85
A207532 [620611-27-0]
tert-Butyl 4-(aminomethyl)-4-fluoropiperidine-1-carboxylate
Similarity: 0.91
A266331 [955028-82-7]
trans-tert-Butyl 4-fluoro-3-hydroxypiperidine-1-carboxylate
Similarity: 0.90
A123210 [236406-21-6]
1-Boc-4-(Hydroxymethyl)-4-methylpiperidine
Similarity: 0.85
A731859 [123855-51-6]
tert-Butyl 4-(hydroxymethyl)piperidine-1-carboxylate
Similarity: 0.85
A160297 [373604-28-5]
tert-Butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate
Similarity: 0.85