(2S)-2-<(R)-1-(benzyloxy)-1-(dimethoxymethyl)ethyl>-N-(cyanomethyl)piperidine

Base Information

• Chemical Name: (2S)-2-<(R)-1-(benzyloxy)-1-(dimethoxymethyl)ethyl>-N-(cyanomethyl)piperidine
• CAS No.: 153108-72-6
• Molecular Formula: C₁₉H₂₈N₂O₃
• Molecular Weight: 332.443
• Mol file: 153108-72-6.mol

Synonyms:(2S)-2-<(R)-1-(benzyloxy)-1-(dimethoxymethyl)ethyl>-N-(cyanomethyl)piperidine

Chemical Property of (2S)-2-<(R)-1-(benzyloxy)-1-(dimethoxymethyl)ethyl>-N-(cyanomethyl)piperidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-<(R)-1-(benzyloxy)-1-(dimethoxymethyl)ethyl>-N-(cyanomethyl)piperidine

There total 7 articles about (2S)-2-<(R)-1-(benzyloxy)-1-(dimethoxymethyl)ethyl>-N-(cyanomethyl)piperidine 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: 92.0%

benzyl bromide (100-39-0) + (2S)-N-(cyanomethyl)-2-<(R)-1-(dimethoxymethyl)-1-hydroxyethyl>piperidine (153108-71-5) → (2S)-2-<(R)-1-(benzyloxy)-1-(dimethoxymethyl)ethyl>-N-(cyanomethyl)piperidine (153108-72-6)

Guidance literature:

With potassium hydride; In tetrahydrofuran; for 1h; Ambient temperature;

Reference yield:

(S)-(-)-1-(tert-butoxycarbonyl)-2-piperidinecarboxylic acid (26250-84-0) → (2S)-2-<(R)-1-(benzyloxy)-1-(dimethoxymethyl)ethyl>-N-(cyanomethyl)piperidine (153108-72-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 94 percent / Ph₃P / acetonitrile / 1 h / Heating

2: 87 percent / tetrahydrofuran / 1.5 h / 0 °C

3: CH₂Cl₂ / 1 h / Ambient temperature

4: 1.) n-BuLi / 1.) hexane, THF, -30 deg C to -20 deg C, 1.5 h, 2.) hexane, THF, -78 deg C, 1 h

5: 76 percent / Hg(ClO₄)2*3H₂O / CHCl₃ / 3 h / Ambient temperature

6: 83 percent / i-Pr₂NEt / tetrahydrofuran / 2.5 h / Ambient temperature

7: 92 percent / KH / tetrahydrofuran / 1 h / Ambient temperature

With n-butyllithium; mercury(II) perchlorate; potassium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; chloroform; acetonitrile;

Reference yield:

(2S)-2-<(R)-1-(dimethoxymethyl)-1-hydroxyethyl>piperidine (153108-68-0) → (2S)-2-<(R)-1-(benzyloxy)-1-(dimethoxymethyl)ethyl>-N-(cyanomethyl)piperidine (153108-72-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / i-Pr₂NEt / tetrahydrofuran / 2.5 h / Ambient temperature

2: 92 percent / KH / tetrahydrofuran / 1 h / Ambient temperature

With potassium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

upstream raw materials:

benzyl bromide

(2S)-N-(cyanomethyl)-2-<(R)-1-(dimethoxymethyl)-1-hydroxyethyl>piperidine

(S)-(-)-1-(tert-butoxycarbonyl)-2-piperidinecarboxylic acid

(2S)-2-<(R)-1-(dimethoxymethyl)-1-hydroxyethyl>piperidine

Downstream raw materials:

(2S)-2-<(R)-1-(benzyloxy)-1-(dimethoxymethyl)ethyl>-N-<(E)-2-iodo-4-methyl-2-penten-1-yl>piperidine

(2S)-2-<(R)-1-(benzyloxy)-1-formylethyl>-N-<(E)-2-iodo-4-methyl-2-penten-1-yl>pipridine

(1R,2R,9aS)-1-(benzyloxy)-2-hydroxy-3(E)-isobutylidene-1-methyloctahydroquinolizine

(2S)-2-<(R)-1-(benzyloxy)-1-(dimethoxymethyl)ethyl>piperidine