3-Piperidin-4-yl-azetidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 3-Piperidin-4-yl-azetidine-1-carboxylic acid tert-butyl ester
• CAS No.: 1251006-64-0
• Molecular Formula: C13H24N2O2
• Molecular Weight: 240.346
• Hs Code.: 2933990090
• Mol file: 1251006-64-0.mol

Synonyms:3-PIPERIDIN-4-YL-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;tert-butyl 3-(piperidin-4-yl)azetidine-1-carboxylate;Y7318;1-BOC-3-(4-PIPERIDINYL)AZETIDINE;

Chemical Property of 3-Piperidin-4-yl-azetidine-1-carboxylic acid tert-butyl ester

Chemical Property:

• Boiling Point: 328.2±42.0 °C(Predicted)
• PKA: 10.34±0.10(Predicted)
• PSA: 41.57000
• Density: 1.066±0.06 g/cm3(Predicted)
• LogP: 2.11960
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl3-(Piperidin-4-yl)azetidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Piperidin-4-yl-azetidine-1-carboxylic acid tert-butyl ester

There total 9 articles about 3-Piperidin-4-yl-azetidine-1-carboxylic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

tert-butyl 3-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)azetidine-1-carboxylate (1373356-62-7) → 3-(piperidine-4-yl)azetidine-1-carboxylic acid tert-butyl ester (1251006-64-0)

Guidance literature:

With hydrogen; palladium(II) hydroxide; In ethanol; at 20 ℃; for 96h; under 2585.81 Torr; Inert atmosphere;

Reference yield:

tert-butyl 3-(pyridin-4-yl)azetidine-1-carboxylate (206446-42-6) → 3-(piperidine-4-yl)azetidine-1-carboxylic acid tert-butyl ester (1251006-64-0)

Guidance literature:

Multi-step reaction with 3 steps

1: acetonitrile / 1 h / 80 °C / Inert atmosphere

2: sodium tetrahydroborate; sodium hydrogencarbonate / ethanol / 1.17 h / 0 - 20 °C / Inert atmosphere

3: hydrogen; palladium(II) hydroxide / ethanol / 96 h / 20 °C / 2585.81 Torr / Inert atmosphere

With sodium tetrahydroborate; hydrogen; palladium(II) hydroxide; sodium hydrogencarbonate; In ethanol; acetonitrile;

Reference yield:

tert-butyl-3-iodoazetidine-1-carboxylate (254454-54-1) → 3-(piperidine-4-yl)azetidine-1-carboxylic acid tert-butyl ester (1251006-64-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: chloro-trimethyl-silane; ethylene dibromide; zinc / N,N-dimethyl acetamide / 1.5 h / 20 - 65 °C / Inert atmosphere

1.2: 2 h / 80 °C / Inert atmosphere

2.1: acetonitrile / 1 h / 80 °C / Inert atmosphere

3.1: sodium tetrahydroborate; sodium hydrogencarbonate / ethanol / 1.17 h / 0 - 20 °C / Inert atmosphere

4.1: hydrogen; palladium(II) hydroxide / ethanol / 96 h / 20 °C / 2585.81 Torr / Inert atmosphere

With sodium tetrahydroborate; chloro-trimethyl-silane; hydrogen; palladium(II) hydroxide; sodium hydrogencarbonate; ethylene dibromide; zinc; In ethanol; N,N-dimethyl acetamide; acetonitrile;

upstream raw materials:

1-benzyl-4-(1-(tert-butoxycarbonyl)azetidin-3-yl)pyridin-1-ium bromide

tert-butyl 3-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)azetidine-1-carboxylate

tert-butyl 3-(pyridin-4-yl)azetidine-1-carboxylate

tert-butyl-3-iodoazetidine-1-carboxylate

Downstream raw materials:

1-(4-fluorophenyl)-5-({3-[1-(1,3-thiazol-2-ylcarbonyl)piperidin-4-yl]azetidin-1-yl}carbonyl)-1H-indole

1-(4-fluorophenyl)-5-({3-[1-(1,3-thiazol-2-ylcarbonyl)piperidin-4-yl]azetidin-1-yl}carbonyl)-1H-benzimidazole

2-phenyl-6-({3-[1-(1,3-thiazol-2-ylcarbonyl)piperidin-4-yl]azetidin-1-yl}carbonyl)-1,3-benzoxazole

Refernces

• 1、 -. "TYK-2 INHIBITOR". Paragraph 0239; 0242; 0243. . Retrieved 2021/09/04.