5-methyl-1-((7aS)-2-phenyl-(7ar)-hexahydro-pyrrolo[1,2-c]imidazol-3ξ-yl)-hex-5-en-1-one

Base Information

• Chemical Name: 5-methyl-1-((7aS)-2-phenyl-(7ar)-hexahydro-pyrrolo[1,2-c]imidazol-3ξ-yl)-hex-5-en-1-one
• CAS No.: 81968-51-6
• Molecular Formula: C₁₉H₂₆N₂O
• Molecular Weight: 298.428
• Mol file: 81968-51-6.mol

Synonyms:5-methyl-1-((7aS)-2-phenyl-(7ar)-hexahydro-pyrrolo[1,2-c]imidazol-3ξ-yl)-hex-5-en-1-one

Chemical Property of 5-methyl-1-((7aS)-2-phenyl-(7ar)-hexahydro-pyrrolo[1,2-c]imidazol-3ξ-yl)-hex-5-en-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-methyl-1-((7aS)-2-phenyl-(7ar)-hexahydro-pyrrolo[1,2-c]imidazol-3ξ-yl)-hex-5-en-1-one

There total 7 articles about 5-methyl-1-((7aS)-2-phenyl-(7ar)-hexahydro-pyrrolo[1,2-c]imidazol-3ξ-yl)-hex-5-en-1-one 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: 63.0%

4-methyl-4-penten-1-ylmagnesium bromide (72535-09-2) + methoxycarbonyl aminal (71350-58-8) → 5-methyl-1-((7aS)-2-phenyl-(7ar)-hexahydro-pyrrolo[1,2-c]imidazol-3ξ-yl)-hex-5-en-1-one (81968-51-6)

Guidance literature:

With magnesium chloride; In tetrahydrofuran; at -100 ℃;

DOI:10.1016/S0040-4020(01)93286-7

Reference yield:

benzyl (2S)-2-(phenylcarbamoyl)pyrrolidine-1-carboxylate (64030-42-8) → 5-methyl-1-((7aS)-2-phenyl-(7ar)-hexahydro-pyrrolo[1,2-c]imidazol-3ξ-yl)-hex-5-en-1-one (81968-51-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / H₂ / Pd-C / methanol / 3 h

2: 81 percent / LiAlH₄ / tetrahydrofuran / 0 °C

3: benzene / 0.5 h / Heating

4: 63 percent / MgCl₂ / tetrahydrofuran / -100 °C

With lithium aluminium tetrahydride; hydrogen; magnesium chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; benzene;

DOI:10.1016/S0040-4020(01)93286-7

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → 5-methyl-1-((7aS)-2-phenyl-(7ar)-hexahydro-pyrrolo[1,2-c]imidazol-3ξ-yl)-hex-5-en-1-one (81968-51-6)

Guidance literature:

Multi-step reaction with 6 steps

1: NaHCO₃

2: 77 percent / N-methylmorpholine, ethyl chloroformate / ethyl acetate / -15 degC, 1 h and 0 degC, 1 h

3: 94 percent / H₂ / Pd-C / methanol / 3 h

4: 81 percent / LiAlH₄ / tetrahydrofuran / 0 °C

5: benzene / 0.5 h / Heating

6: 63 percent / MgCl₂ / tetrahydrofuran / -100 °C

With 4-methyl-morpholine; lithium aluminium tetrahydride; hydrogen; chloroformic acid ethyl ester; sodium hydrogencarbonate; magnesium chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; benzene;

DOI:10.1016/S0040-4020(01)93286-7

upstream raw materials:

4-methyl-4-penten-1-ylmagnesium bromide

methoxycarbonyl aminal

(2S)-2-(anilinomethyl)pyrrolidine

benzyl (2S)-2-(phenylcarbamoyl)pyrrolidine-1-carboxylate