rel-(2R,6R,11S)-6,11-dimethyl-3-(3,4,5-trimethoxyphenylacetyl)-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-trimethoxyphenylacetyl)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine
• CAS No.: 87626-28-6
• Molecular Formula: C₂₅H₃₁NO₄
• Molecular Weight: 409.525
• Mol file: 87626-28-6.mol

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

There total 6 articles about rel-(2R,6R,11S)-6,11-dimethyl-3-(3,4,5-trimethoxyphenylacetyl)-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: 79.0%

3,4,5-trimethoxyphenylacetyl chloride (39053-78-6) + rel-(2R,6R,11S)-6,11-dimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine (23909-63-9,42529-31-7,60363-12-4,69400-84-6,69400-88-0) → 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)

Guidance literature:

With sodium carbonate; In chloroform; for 2h; Ambient temperature;

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-trimethoxyphenylacetyl)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine (87626-28-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 48percent HBr; HCl / Heating

3: 52 percent / cyanogen bromide

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

With hydrogenchloride; bromocyane; hydrogen bromide; sodium carbonate; In chloroform;

DOI:10.1002/jhet.5570200409

Reference yield:

1,3,4-trimethylpyridinium iodide (6283-41-6) → 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)

Guidance literature:

Multi-step reaction with 5 steps

1: 2) sodium borohydride, NaOH / 1) ether; 2) methanol, water

2: 48percent HBr; HCl / Heating

4: 52 percent / cyanogen bromide

5: 79 percent / sodium carbonate decahydrate / CHCl₃ / 2 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; bromocyane; hydrogen bromide; sodium carbonate; In chloroform;

DOI:10.1002/jhet.5570200409

upstream raw materials:

3,4,5-trimethoxyphenylacetyl chloride

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

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

1,3,4-trimethylpyridinium iodide

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

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