(2S,6S)-trans-lobelane

Base Information

• Chemical Name: (2S,6S)-trans-lobelane
• CAS No.: 818377-13-8
• Molecular Formula: C₂₂H₂₉N
• Molecular Weight: 307.479
• Mol file: 818377-13-8.mol

Synonyms:(2S,6S)-trans-lobelane

Chemical Property of (2S,6S)-trans-lobelane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (2S,6S)-trans-lobelane

There total 3 articles about (2S,6S)-trans-lobelane 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: 44.0%

(2S,6S)-1-Methyl-2,6-bis-((E)-styryl)-piperidine (758717-86-1) → (2S,6S)-trans-lobelane (818377-13-8) + Methyl-((S)-1-phenethyl-7-phenyl-heptyl)-amine

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 2327.17 Torr;

DOI:10.1021/jm0501228

Reference yield:

(S)-2-[(S)-6-(2-Hydroxy-2-phenyl-ethyl)-1-methyl-piperidin-2-yl]-1-phenyl-ethanol → (2S,6S)-trans-lobelane (818377-13-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 341 mg / aq. H₃PO₄ / 24 h / 60 °C

2: 43 percent / H₂ / Pd/C / methanol / 2327.17 Torr

With phosphoric acid; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jm0501228

Reference yield:

(cis:trans)-(-)-lobeline (1070913-26-6) → (2S,6S)-trans-lobelane (818377-13-8)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₄ / ethanol / 1 h / 20 °C

2: 341 mg / aq. H₃PO₄ / 24 h / 60 °C

3: 43 percent / H₂ / Pd/C / methanol / 2327.17 Torr

With sodium tetrahydroborate; phosphoric acid; hydrogen; palladium on activated charcoal; In methanol; ethanol;

DOI:10.1021/jm0501228

upstream raw materials:

(2S,6S)-1-Methyl-2,6-bis-((E)-styryl)-piperidine

(cis:trans)-(-)-lobeline