tert-butyl (2R,5R)-5-hydroxy-2-methylpiperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl (2R,5R)-5-hydroxy-2-methylpiperidine-1-carboxylate
• CAS No.: 1431473-05-0
• Molecular Formula: C₁₁H₂₁NO₃
• Molecular Weight: 215.293
• Mol file: 1431473-05-0.mol

Synonyms:tert-butyl (2R,5R)-5-hydroxy-2-methylpiperidine-1-carboxylate

Chemical Property of tert-butyl (2R,5R)-5-hydroxy-2-methylpiperidine-1-carboxylate

Chemical Property:

• Boiling Point: 301.4±35.0 °C(Predicted)
• PKA: 14.75±0.40(Predicted)
• Density: 1.067±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

(2R,5R)-1-N-BOC-5-HYDROXY-2-METHYLPIPERIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2R,5R)-5-hydroxy-2-methylpiperidine-1-carboxylate

There total 16 articles about tert-butyl (2R,5R)-5-hydroxy-2-methylpiperidine-1-carboxylate 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:

(R)-2-Hydroxy-(R)-5-methylpiperidine-(R)-amine-N-oxide (285995-17-7) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (2R,5R)-5-hydroxy-2-methylpiperidine-1-carboxylate (1431473-05-0)

Guidance literature:

With triethylamine; In ethanol; at 20 ℃;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + benzyl (2R,5R)-5-hydroxy-2-methylpiperidine-1-carboxylate (1431473-04-9) → tert-butyl (2R,5R)-5-hydroxy-2-methylpiperidine-1-carboxylate (1431473-05-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate;

Reference yield:

(2R,5S)-benzyl 5-hydroxy-2-methylpiperidine-1-carboxylate (1431473-24-3) → tert-butyl (2R,5R)-5-hydroxy-2-methylpiperidine-1-carboxylate (1431473-05-0)

Guidance literature:

Multi-step reaction with 3 steps

1: diethylazodicarboxylate; 4-(N,N-Dimethylamino)triphenylphosphine / tetrahydrofuran / -25 - 20 °C / Inert atmosphere

2: sodium hydroxide / methanol; water; tetrahydrofuran / 20 °C

3: hydrogen; palladium 10% on activated carbon / ethyl acetate

With palladium 10% on activated carbon; hydrogen; sodium hydroxide; diethylazodicarboxylate; 4-(N,N-Dimethylamino)triphenylphosphine; In tetrahydrofuran; methanol; water; ethyl acetate;

upstream raw materials:

di-tert-butyl dicarbonate

benzyl (2R,5R)-5-hydroxy-2-methylpiperidine-1-carboxylate

(2R,5S)-benzyl 5-hydroxy-2-methylpiperidine-1-carboxylate

benzyl (2R,5R)-2-methyl-5-{[(4-nitrophenyl)carbonyl]oxy}piperidine-1-carboxylate

Downstream raw materials:

2-{[(3R,6R)-6-methyl-1-{[2-(2H-1,2,3-triazol-2-yl)phenyl]carbonyl}piperidin-3-yl]oxy}pyridine-4-carbonitrile

2-{[(3R,6R)-6-methyl-1-[(2-pyrimidin-2-ylphenyl)carbonyl]piperidin-3-yl]oxy}pyridine-4-carbonitrile

2-{[(3R,6R)-6-methyl-1-{[2-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]carbonyl}piperidin-3-yl]oxy}pyridine-4-carbonitrile

methyl 4-cyano-2-{[(3R,6R)-6-methyl-1-{[2-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]carbonyl}piperidin-3-yl]oxy}pyridine-3-carboxylate