(3S,5R,8aR)-1-Benzyl-5-methyl-3-phenyl-octahydro-imidazo[1,2-a]pyridine

Base Information

• Chemical Name: (3S,5R,8aR)-1-Benzyl-5-methyl-3-phenyl-octahydro-imidazo[1,2-a]pyridine
• CAS No.: 155220-83-0
• Molecular Formula: C₂₁H₂₆N₂
• Molecular Weight: 306.451
• Mol file: 155220-83-0.mol

Synonyms:(3S,5R,8aR)-1-Benzyl-5-methyl-3-phenyl-octahydro-imidazo[1,2-a]pyridine

Chemical Property of (3S,5R,8aR)-1-Benzyl-5-methyl-3-phenyl-octahydro-imidazo[1,2-a]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,5R,8aR)-1-Benzyl-5-methyl-3-phenyl-octahydro-imidazo[1,2-a]pyridine

There total 8 articles about (3S,5R,8aR)-1-Benzyl-5-methyl-3-phenyl-octahydro-imidazo[1,2-a]pyridine 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: 58.0%

(R)-1-((S)-2-Benzylamino-1-phenyl-ethyl)-6-methyl-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester → (3S,5R,8aR)-1-Benzyl-5-methyl-3-phenyl-octahydro-imidazo[1,2-a]pyridine (155220-83-0)

Guidance literature:

With sulfuric acid;

DOI:10.1016/S0040-4039(00)73744-0

Reference yield: 46.0%

2-((S)-1-Benzyl-4-phenyl-4,5-dihydro-1H-imidazol-2-yl)-5-oxo-hexanoic acid ethyl ester → (3S,5R,8aR)-1-Benzyl-5-methyl-3-phenyl-octahydro-imidazo[1,2-a]pyridine (155220-83-0)

Guidance literature:

With sulfuric acid; borane; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)73744-0

Reference yield:

(S)-2-phenylglycine (2935-35-5) → (3S,5R,8aR)-1-Benzyl-5-methyl-3-phenyl-octahydro-imidazo[1,2-a]pyridine (155220-83-0)

Guidance literature:

Multi-step reaction with 9 steps

1: 85 percent / aq. NaOH

2: N-methylmorpholine

4: 100 percent / H₂ / Pd-C / methanol

5: 80 percent / BH₃ / tetrahydrofuran

6: 44 percent / ethanol / Heating

7: 87 percent / acetonitrile / Heating

8: 77 percent / BH₃ / tetrahydrofuran

9: 58 percent / 50percent aq. H₂SO₄

With 4-methyl-morpholine; sodium hydroxide; sulfuric acid; borane; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; acetonitrile;

DOI:10.1016/S0040-4039(00)73744-0

upstream raw materials:

(S)-2-phenylglycine

(S)-N-(benzyloxycarbonyl)phenylglycine

(S)-2-amino-N-benzyl-2-phenylacetamide

(S)-1-phenyl-2-benzylaminoethylamine

Downstream raw materials:

(2R)-methylpiperidine