(2S,6R)-6-(2-Phenyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1,2-dicarboxylic acid 1-methyl ester

Base Information

• Chemical Name: (2S,6R)-6-(2-Phenyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1,2-dicarboxylic acid 1-methyl ester
• CAS No.: 98711-98-9
• Molecular Formula: C₁₈H₂₃NO₆
• Molecular Weight: 349.384
• Mol file: 98711-98-9.mol

Synonyms:(2S,6R)-6-(2-Phenyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1,2-dicarboxylic acid 1-methyl ester

Chemical Property of (2S,6R)-6-(2-Phenyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1,2-dicarboxylic acid 1-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,6R)-6-(2-Phenyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1,2-dicarboxylic acid 1-methyl ester

There total 4 articles about (2S,6R)-6-(2-Phenyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1,2-dicarboxylic acid 1-methyl 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: 93.0%

(2S,6R)-6-(2-Phenyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1,2-dicarboxylic acid dimethyl ester (98712-02-8) → (2S,6R)-6-(2-Phenyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1,2-dicarboxylic acid 1-methyl ester (98711-98-9)

Guidance literature:

With sodium hydroxide; In methanol; water; for 3.5h;

DOI:10.1039/c39850000633

Reference yield:

6-methoxy-1-methoxycarbonylpipecolate (185385-20-0) → (2S,6R)-6-(2-Phenyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1,2-dicarboxylic acid 1-methyl ester (98711-98-9)

Guidance literature:

Multi-step reaction with 3 steps

1: TiCl₄ / CH₂Cl₂ / -50 °C

2: 96 percent / p-MeC₆H₄SO₃H / benzene / 21 h / Heating

3: 93 percent / NaOH / methanol; H₂O / 3.5 h

With sodium hydroxide; titanium tetrachloride; toluene-4-sulfonic acid; In methanol; dichloromethane; water; benzene;

DOI:10.1039/c39850000633

Reference yield:

(2S,6R)-6-(2-Oxo-2-phenyl-ethyl)-piperidine-1,2-dicarboxylic acid dimethyl ester (98711-96-7) → (2S,6R)-6-(2-Phenyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1,2-dicarboxylic acid 1-methyl ester (98711-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / p-MeC₆H₄SO₃H / benzene / 21 h / Heating

2: 93 percent / NaOH / methanol; H₂O / 3.5 h

With sodium hydroxide; toluene-4-sulfonic acid; In methanol; water; benzene;

DOI:10.1039/c39850000633

upstream raw materials:

(2S,6R)-6-(2-Phenyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1,2-dicarboxylic acid dimethyl ester

6-methoxy-1-methoxycarbonylpipecolate

(S)-6-Methoxycarbonylamino-piperidine-1,2-dicarboxylic acid dimethyl ester

(2S,6R)-6-(2-Oxo-2-phenyl-ethyl)-piperidine-1,2-dicarboxylic acid dimethyl ester

Downstream raw materials:

(2R)-2-((2R)-2-hydroxy-2-phenylethyl)-1-methylpiperidine

(2R)-2-((2S)-2-hydroxy-2-phenylethyl)-N-methylpiperidine

(R)-2-(2-Phenyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1-carboxylic acid methyl ester

(-)-(2R)-N-carbomethoxynorsedaminone