Methyl 5-Hydroxypiperidine-3-carboxylate

Base Information

• Chemical Name: Methyl 5-Hydroxypiperidine-3-carboxylate
• CAS No.: 1095010-44-8
• Molecular Formula: C₇H₁₃NO₃
• Molecular Weight: 159.185
• Mol file: 1095010-44-8.mol

Synonyms:

Chemical Property of Methyl 5-Hydroxypiperidine-3-carboxylate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Methyl 5-hydroxypiperidine-3-carboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 5-Hydroxypiperidine-3-carboxylate

There total 4 articles about Methyl 5-Hydroxypiperidine-3-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: 100.0%

methyl 5-hydroxy-3-pyridinecarboxylate (30766-22-4) → methyl 5-hydroxypiperidine-3-carboxylate (1095010-44-8)

Guidance literature:

With Rh/Al₂O₃; hydrogen; In methanol; at 70 ℃; for 72h; under 3102.97 Torr; Sealed tube;

Reference yield:

5-bromo-3-pyridine carboxylic acid methyl ester (29681-44-5) → methyl 5-hydroxypiperidine-3-carboxylate (1095010-44-8)

Guidance literature:

Multi-step reaction with 2 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran / 3 h / 50 °C

2: platinum(IV) oxide; sulfuric acid; hydrogen / ethanol / 24 h / 20 °C / 2585.81 Torr

With platinum(IV) oxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sulfuric acid; hydrogen; In tetrahydrofuran; ethanol;

DOI:10.1016/j.bmcl.2011.03.022

Reference yield:

5-hydroxynicotinic acid (27828-71-3) → methyl 5-hydroxypiperidine-3-carboxylate (1095010-44-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / methanol / 168 h / 30 °C / Inert atmosphere; Reflux

2: palladium on activated charcoal; hydrogen / acetic acid / 60 °C / 2585.81 Torr

With sulfuric acid; palladium on activated charcoal; hydrogen; In methanol; acetic acid;

upstream raw materials:

5-bromo-3-pyridine carboxylic acid methyl ester

methyl 5-hydroxy-3-pyridinecarboxylate

5-hydroxynicotinic acid

Downstream raw materials:

1-(tert-butoxycarbonyl)-5-hydroxypiperidine-3-carboxylic acid

1-(1,1-dimethylethyl) 3-methyl 5-hydroxy-1,3-piperidinedicarboxylate

1-(tert-butyl) 3-methyl 5-oxopiperidine-1,3-dicarboxylate

1-(tert-butyl) 3-methyl 5,5-difluoropiperidine-1,3-dicarboxylate