683233-14-9 | Heterocyclic Building Blocks-piperidine

New learning discoveries about 683233-14-9

683233-14-9 (R)-tert-Butyl 2-(aminomethyl)piperidine-1-carboxylate 1502021, apiperidines compound, is more and more widely used in various fields.

683233-14-9, (R)-tert-Butyl 2-(aminomethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of (1S,3?R,6?R,7?S,8?E,11?S,12?R)-6-chloro-7?-(2-methoxyethoxy)- 11?, 12? -dimethyl- 15? -oxo-3,4-dihydro-2H-spiro[naphthalene-1,22?-[20joxa[13jthia[1,14jdiazatetracyclo[14.7.2.03,6.&-49,24jpentacosa[8,16,18,24jtetraenej-7?-carbaldehyde 13?,13?-dioxide (55 mg, 0.080 mmol) and (R)-tertbutyl 2-(aminomethyl)piperidine-1-carboxylate (172 mg, 0.803 mmol) in 1,2-dichloroethane (0.8 mL) was stirred at room temperature for 14 h. Sodiumtriacetoxyborohydride (0.059 mL, 0.401 mmol) was added to the mixture and the mixture was then stirred at room temperature for 1 h. The mixture was dilutedwith MeOH (5 mL) and silica gel was added. The mixture was concentrated and dried in vacuo. The solid mixture was then purified by silica gel columnchromatography (solid loading, 0% to 100% EtOAc/heptane) provided 2-methyl-2-propanyl (2R)-2-(((((1S,3?R,6?R,7?S,8?E,1 1?S,12?R)-6-chloro-7?-(2-methoxyethoxy)- 11?, 12?-dimethyl- 13?, 13? -dioxido- 15 ?-oxo-3,4-dihydro-2H- spiro [naphthalene- 1,22? -[20joxa[13jthia[1,14jdiazatetracyclo[14.7.2.03,6.019,24jpentacosa[8,16,18,24jtetraenj -7? -yl)methyl)amino)methyl)- 1 -piperidinecarboxylate (64 mg, 0.072mmol, 90 % yield) as a light yellow solid. MS (ESI, -1-ye ion) m/z 883.5 (M+H)t, 683233-14-9

683233-14-9 (R)-tert-Butyl 2-(aminomethyl)piperidine-1-carboxylate 1502021, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; AMGEN INC.; HARRINGTON, Paul E.; ASHTON, Kate; BROWN, Sean P.; KALLER, Matthew R.; KOHN, Todd J.; LANMAN, Brian Alan; LI, Kexue; LI, Yunxiao; LOW, Jonathan D.; MINATTI, Ana Elena; PICKRELL, Alexander J.; STEC, Markian M.; TAYGERLY, Joshua; (991 pag.)WO2018/183418; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

Analyzing the synthesis route of 683233-14-9

683233-14-9, As the paragraph descriping shows that 683233-14-9 is playing an increasingly important role.

683233-14-9, (R)-tert-Butyl 2-(aminomethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of(1S,3?R,6?R,7?R,8?E,11?S,12?R)-6-chloro-7?-methoxy- 11?, 1 2?-dimethyl-l 5? -oxo-3,4-dihydro-2H-spiro [naphthalene- 1,22? – [20joxa[13jthia[1,14jdiazatetracyclo[14.7.2.03,6.019,24jpentacosa[8,16,18,2 4jtetraenej-7?-carbaldehyde 13?,13?-dioxide (44 mg, 0.069 mmol) in 1,2-dichloroethane (1 mL) was added (R)-tert-butyl 2-(aminomethyl)piperidine-1- carboxylate (147 mg, 0.686 mmol). The resulting mixture was then stirred at room temperature for 1 h. Then, sodium triacetoxyborohydride (73 mg, 0.343 mmol) was added in portions. After addition, the mixture was then stirred at room temperature for 3 d. The mixture was purified by silica gel columnchromatography (0% to 20% MeOH/DCM) to provide 2-methyl-2-propanyl (2R)-2-(((((1S,3?R,6?R,7?R,8?E,1 1?S,12?R)-6-chloro-7?-methoxy-11?,12?-dimethyl-13?, 13? -dioxido- 15 ?-oxo-3,4-dihydro-2H-spiro[naphthalene- 1,22? -[20joxa[13jthia[1,14jdiazatetracyclo[14.7.2.03,6.019,24jpentacosa[8,16,18,24jtetraenj -7? -yl)methyl)amino)methyl)- 1 -piperidinecarboxylate (57.6 mg, 0.069mmol, 100 % yield) as a light yellow solid, which was used in the next step. MS (ESI, +ve ion) m/z 839.4 (M+H).

683233-14-9, As the paragraph descriping shows that 683233-14-9 is playing an increasingly important role.

Simple exploration of 683233-14-9

The synthetic route of 683233-14-9 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.683233-14-9,(R)-tert-Butyl 2-(aminomethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of (R)-tert-butyl 2-(aminomethyl)piperidine- 1 -carboxylate(475 mg, 2.216 mmol) in DCM (5.0 mL) at 0 C was added iPr2Net (0.424 mL,2.43 8 mmol) followed by benzyl chloroformate (0.693 mL, 2.43 8 mmol). The resulting mixture was then stirred at 0 C for 2 h and at room temperature for 14 h. Then, saturated NaHCO3 (30 mL) was added to the mixture and the mixture was stirred at room temperature for 3 mm. The organic layer was collected andaqueous layer was extracted with EtOAc (1 x 20 mL). The combined organic extracts were dried over Na2504 and concentrated in vacuo. Chromatographic purification of the residue (silica gel, 0% to 100% EtOAc/heptane) provided (R)tert-butyl 2-((((benzyloxy)carbonyl)amino)methyl)piperidine- 1 -carboxylate (772 mg, 2.216 mmol, 100% yield) as an oil. MS (ESI, +ve ion) m/z 371.1 (M+Na)., 683233-14-9

The synthetic route of 683233-14-9 has been constantly updated, and we look forward to future research findings.

Some tips on 683233-14-9

The synthetic route of 683233-14-9 has been constantly updated, and we look forward to future research findings.

683233-14-9,683233-14-9, (R)-tert-Butyl 2-(aminomethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 250-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed tert-butyl (2R)-2-(aminomethyl)piperidine-l-carboxylate (2.5 g, 11.7 mmol, 1 eq.), DCM (50 mL) and Et ;N (1.78 g, 17.6 mmol, 1.5 eq.). The solution was stirred and cooled to 0 C. Trifluoroacetyl 2,2,2-trifluoroacetate (2.94 g, 14 mmol, 1.2 eq.) was added dropwise. The resulting solution was warmed to rt and stirred for 30 min. The resulting solution was washed with brine (50 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by flash silica gel column with pure petroleum ether increasing to ethyl acetate :petroleum ether (1:3). This resulted in 3.20 g of tert-butyl (2R)-2-[(trifluoroacetamido)methyl]piperidine-l- carboxylate as a white solid.

The synthetic route of 683233-14-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PRINCIPIA BIOPHARMA INC.; LOU, Yan; OWENS, Timothy Duncan; BRAMELD, Kenneth Albert; GOLDSTEIN, David Michael; (302 pag.)WO2019/99582; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

Brief introduction of 683233-14-9

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Into a lOO-mL 3 -necked round-bottom flask, was placed a solution of tert-butyl (2R)- 2-(aminomethyl)piperidine-l-carboxylate (500 mg, 2.33 mmol, 1.00 eq.) in dichloromethane (20 mL). This was followed by the addition of TEA (472 mg, 4.66 mmol, 2.00 eq.) dropwise with stirring at -60 C. To this was added 4-nitrophenyl chloroformate (940 mg, 4.66 mmol, 2.00 eq.) in several batches at -60 C. The resulting solution was stirred for 2 h at rt. The reaction was then quenched by the addition of water (20 mL). The resulting solution was extracted with dichloromethane (2 x 20 mL) and the organic layers combined. The resulting mixture was washed with sodium chloride. (1 x 20 mL) The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate:petroleum ether (10:90). This resulted in 600 mg (68%) oftert-butyl(2R)-2-[[(4- nitrophenoxycarbonyl)amino]methyl]piperidine-l-carboxylate as yellow oil., 683233-14-9

As the paragraph descriping shows that 683233-14-9 is playing an increasingly important role.