Some tips on 78190-11-1

78190-11-1 1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid 234339, apiperidines compound, is more and more widely used in various fields.

78190-11-1, 1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

78190-11-1, Reference Example 25 A mixture of 1-[(benzyloxy)carbonyl]-3-piperidinecarboxylic acid (20.0 g), iodoethane (14.2 g), potassium carbonate (15.7 g), and N,N-dimethylformamide (150 mL) was stirred at room temperature for 5 hours. The reaction solution was poured into water and extracted with ethyl acetate. The extracts were washed with water, dried and concentrated. The obtained residue was purified by silica gel column chromatography to obtain ethyl 1-[(benzyloxy)carbonyl]-3-piperidinecarboxylate (20.0 g). 1H-NMR (300 MHz, CDCl3) delta: 1.24 (3H, t, J=7.5 Hz), 1.45-1.74 (3H, m), 2.02-2.08 (1H, m), 2.42-2.48 (1H, m), 2.85-3.13 (2H, m), 3.95-4.02 (1H, m), 4.12 (2H, q, J=7.5 Hz), 4.18-4.30 (1H, m), 5.12 (2H, s), 7.27-7.36 (5H, m).

78190-11-1 1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid 234339, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1553074; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 78190-11-1

78190-11-1 1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid 234339, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78190-11-1,1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid,as a common compound, the synthetic route is as follows.,78190-11-1

[1247] A solution of Example A (18 g, 62 mmol). in THF (250 mL, 0.25 M) was treated with trichloroacetimidate (28 mL, 155 mmol) and BF3.Et2O (18 mL, 1 mL/g) at ambient temperature. After 18 h the reaction mixture was quenched with solid NaHCO3 followed by water and stirred vigorously. Then the solvent was removed, and partitioned with ethyl acetate (250 mL). The organic layer was separated and washed with brine (3×80 mL), dried (Na2SO4) and evaporated to dryness under reduced pressure to obtain the crude product. The title compound (19.2 g, 96%) was obtained by flash chromatography on silica gel eluting with 20% acetone:hexane. MS (ESI) m/e 320 (M+H)+.

78190-11-1 1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid 234339, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; Abbott Laboratories; US2004/116518; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 78190-11-1

78190-11-1, As the paragraph descriping shows that 78190-11-1 is playing an increasingly important role.

78190-11-1, 1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: To the corresponding Cbz-protected product from general procedure G, step D (323 mg, 0.441 mmol), N-cbz-piperidin-3-ylcarboxylic acid (370 mg, 1.405 mmol), and TBTU (450 mg, 1.400 mmol) in THF (15 ml) is added at room temperature N-ethyldiisopropylamine (0.3 ml, 1.718 mmol) and the mixture is stirred at room temperature overnight and then heated to reflux for 8 h. Sat. aq. sodium bicarbonate (40 ml) is added, the mixture stirred for 15 min., and then extracted with ether (3 x 70 ml). The combined org. layers are dried over sodium sulfate, concentrated in vacuo, and the residue purified by flash chromatography (silica, dichloromethane/MeOH 20:1) to give a mixture of the 2 diastereoisomeric bis-Cbz-protected intermediates. Flash chromatography (silica, ethyl acetate/MeOH 100:0 – 50:1) afforded the 2 diastereoisomers (23 % and 16 %). ESI-MS: (M+H)+ = 942. Step 2: The 2-Cbz-protected diastereoisomers are submitted separately to hydrogenation in MeOH (20 ml) at 50 psi in the presence of Pd/C (10 %) at 50 C for 2 h. The catalyst is removed by filtration and the filtrate is concentrated in vacuo to give the product (41 % and 35 %). ESI-MS: (M+H)+ = 674

78190-11-1, As the paragraph descriping shows that 78190-11-1 is playing an increasingly important role.

Reference:
Patent; NOVO NORDISK A/S; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2004/48345; (2004); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 78190-11-1

The synthetic route of 78190-11-1 has been constantly updated, and we look forward to future research findings.

78190-11-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78190-11-1,1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid,as a common compound, the synthetic route is as follows.

A mixture of 1-[(benzyloxy)carbonyl]piperidine-3-carboxylic acid (2.44 g), 3-chloro-6-hydrazinopyridazine (1.34g), WSCD hydrochloride (2.13 g) and methylene chloride (60 ml) was stirred at room temperature for 16 hours. The reaction solution was concentrated under reduced pressure and extracted with ethyl acetate. The extract was washed successively with water and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resultant reside was combined with acetic acid (80 ml), stirred at 100C for 2 days, and then the solvent was distilled off under reduced pressure. The resultant crude crystals were washed with ethanol, and stirred with heating under reflux in piperidine (10 ml) for 3 hours. The reaction solution was concentrated under reduced pressure, and purified by silica gel column chromatography (eluent: chloroform_methanol=97:3). The resultant colorless solids were combined with ethanol (40 ml) and 10% palladium-carbon (150 mg), and stirred under hydrogen atmosphere at room temperature for 6 hours, and then the catalyst was filtered off. The resultant filtrate was concentrated under reduced pressure to obtain 6-piperidin-1-yl-3-piperidin-3-yl-1,2,4-triazolo[4,3-b]pyridazine (1.18 g) as a colorless amorphous.

The synthetic route of 78190-11-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1481977; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 78190-11-1

As the paragraph descriping shows that 78190-11-1 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78190-11-1,1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid,as a common compound, the synthetic route is as follows.,78190-11-1

A mixture of piperidine-1,3-dicarboxylic acid 1-benzyl ester (3.0 g, 11.4 mmol), triethylamine (4.62 g, 45.6 mmol), and 1-propanphosphonic acid anhydride (3.63 g, 11.4 mol, 6.80 mL of a 50% w/w solution in ethyl acetate) and 2 aminoacetophenone hydrochloride (1.96 g, 11.4 mmol) in THF (55 mL) was stirred at rt for 16 h. The mixture was then concentrated, and the residue was dissolved in CH2Cl2. The solution was washed with 1 M NaOH, dried through cotton, and concentrated. Silica gel chromatography eluding with 1:2 hexanes/ethyl acetate gave the title compound as a pale yellow solid.

As the paragraph descriping shows that 78190-11-1 is playing an increasingly important role.

Reference:
Patent; Pfizer Inc; US2006/19975; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem