rel-(2R,6R,11S)-6,11-dimethyl-3-(3,4,5-trimethoxyphenethyl)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine

Base Information

• Chemical Name: rel-(2R,6R,11S)-6,11-dimethyl-3-(3,4,5-trimethoxyphenethyl)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine
• CAS No.: 87680-51-1
• Molecular Formula: C₂₅H₃₃NO₃
• Molecular Weight: 395.542
• Mol file: 87680-51-1.mol

Synonyms:rel-(2R,6R,11S)-6,11-dimethyl-3-(3,4,5-trimethoxyphenethyl)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine

Chemical Property of rel-(2R,6R,11S)-6,11-dimethyl-3-(3,4,5-trimethoxyphenethyl)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rel-(2R,6R,11S)-6,11-dimethyl-3-(3,4,5-trimethoxyphenethyl)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine

There total 9 articles about rel-(2R,6R,11S)-6,11-dimethyl-3-(3,4,5-trimethoxyphenethyl)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine 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: 85.0%

rel-(2R,6R,11S)-6,11-dimethyl-3-(3,4,5-trimethoxyphenylacetyl)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine (87626-28-6) → rel-(2R,6R,11S)-6,11-dimethyl-3-(3,4,5-trimethoxyphenethyl)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine (87680-51-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 16h; Heating;

DOI:10.1002/jhet.5570200409

Reference yield:

rel-(2R,6S,11S)-6,11-dimethyl-3-(3,4,5-trimethoxyphenethyl)-1,2,3,6-tetrahydro-2,6-methano-3-benzazocine (87626-30-0) → rel-(2R,6R,11S)-6,11-dimethyl-3-(3,4,5-trimethoxyphenethyl)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine (87680-51-1)

Guidance literature:

With sodium tetrahydroborate; acetic acid; Yield given. Multistep reaction; 1.) 4 h;

DOI:10.1002/jhet.5570200409

Reference yield:

2-benzyl-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine (87626-26-4) → rel-(2R,6R,11S)-6,11-dimethyl-3-(3,4,5-trimethoxyphenethyl)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine (87680-51-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 48percent HBr; HCl / Heating

3: 52 percent / cyanogen bromide

4: 79 percent / sodium carbonate decahydrate / CHCl₃ / 2 h / Ambient temperature

5: 85 percent / lithium aluminum hydride / diethyl ether / 16 h / Heating

With hydrogenchloride; lithium aluminium tetrahydride; bromocyane; hydrogen bromide; sodium carbonate; In diethyl ether; chloroform;

DOI:10.1002/jhet.5570200409

upstream raw materials:

diazomethane

rel-(2R,6R,11S)-6,11-dimethyl-3-(3,4,5-trimethoxyphenylacetyl)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine

rel-(2R,6S,11S)-6,11-dimethyl-3-(3,4,5-trimethoxyphenethyl)-1,2,3,6-tetrahydro-2,6-methano-3-benzazocine

2-benzyl-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine

Downstream raw materials:

rel-(2R,6S,11S)-6,11-dimethyl-3-(3,4,5-trimethoxyphenethyl)-1,2,3,6-tetrahydro-2,6-methano-3-benzazocine