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

Base Information

• Chemical Name: (-)-(2R)-N-carbomethoxynorsedaminone
• CAS No.: 98712-01-7
• Molecular Formula: C₁₅H₁₉NO₃
• Molecular Weight: 261.321
• Mol file: 98712-01-7.mol

Synonyms:(-)-(2R)-N-carbomethoxynorsedaminone

Chemical Property of (-)-(2R)-N-carbomethoxynorsedaminone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(2R)-N-carbomethoxynorsedaminone

There total 7 articles about (-)-(2R)-N-carbomethoxynorsedaminone 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: 81.0%

(R)-2-(2-Phenyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1-carboxylic acid methyl ester (98712-00-6) → (-)-(2R)-N-carbomethoxynorsedaminone (98712-01-7)

Guidance literature:

With pyridinium p-toluenesulfonate; In acetone; for 3h; Heating;

DOI:10.1039/c39850000633

Reference yield:

6-methoxy-1-methoxycarbonylpipecolate (185385-20-0) → (-)-(2R)-N-carbomethoxynorsedaminone (98712-01-7)

Guidance literature:

Multi-step reaction with 6 steps

1: TiCl₄ / CH₂Cl₂ / -50 °C

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

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

4: 84 percent / MeONa, carbon anode

5: 1.) NH₄Cl, 2.) H₂ / 2.) Pd/C / 1.) toluene, reflux, 2 h, 2.) AcOEt

6: 81 percent / pyridinium toluene-p-sulphonate / acetone / 3 h / Heating

With sodium hydroxide; hydrogen; sodium methylate; pyridinium p-toluenesulfonate; titanium tetrachloride; ammonium chloride; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; dichloromethane; water; acetone; benzene;

DOI:10.1039/c39850000633

Reference yield:

(S)-6-Methoxycarbonylamino-piperidine-1,2-dicarboxylic acid dimethyl ester (691898-58-5) → (-)-(2R)-N-carbomethoxynorsedaminone (98712-01-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 70 percent / p-MeC₆H₄SO₃H / 30 h / Ambient temperature

2: TiCl₄ / CH₂Cl₂ / -50 °C

3: 96 percent / p-MeC₆H₄SO₃H / benzene / 21 h / Heating

4: 93 percent / NaOH / methanol; H₂O / 3.5 h

5: 84 percent / MeONa, carbon anode

6: 1.) NH₄Cl, 2.) H₂ / 2.) Pd/C / 1.) toluene, reflux, 2 h, 2.) AcOEt

7: 81 percent / pyridinium toluene-p-sulphonate / acetone / 3 h / Heating

With sodium hydroxide; hydrogen; sodium methylate; pyridinium p-toluenesulfonate; titanium tetrachloride; ammonium chloride; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; dichloromethane; water; acetone; benzene;

DOI:10.1039/c39850000633

upstream raw materials:

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

6-methoxy-1-methoxycarbonylpipecolate

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

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

Downstream raw materials:

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

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