(3S,6S,7aR)-6-(2,3-Dimethoxy-5-methyl-phenyl)-3-isopropyl-6,7a-dimethyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one

Base Information

• Chemical Name: (3S,6S,7aR)-6-(2,3-Dimethoxy-5-methyl-phenyl)-3-isopropyl-6,7a-dimethyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one
• CAS No.: 223751-34-6
• Molecular Formula: C₂₀H₂₉NO₄
• Molecular Weight: 347.455
• Mol file: 223751-34-6.mol

Synonyms:(3S,6S,7aR)-6-(2,3-Dimethoxy-5-methyl-phenyl)-3-isopropyl-6,7a-dimethyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one

Chemical Property of (3S,6S,7aR)-6-(2,3-Dimethoxy-5-methyl-phenyl)-3-isopropyl-6,7a-dimethyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,6S,7aR)-6-(2,3-Dimethoxy-5-methyl-phenyl)-3-isopropyl-6,7a-dimethyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one

There total 1 articles about (3S,6S,7aR)-6-(2,3-Dimethoxy-5-methyl-phenyl)-3-isopropyl-6,7a-dimethyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-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:

(3S,7aR)-6-(2,3-Dimethoxy-5-methyl-phenyl)-3-isopropyl-7a-methyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one + methyl iodide (74-88-4) → (3S,6S,7aR)-6-(2,3-Dimethoxy-5-methyl-phenyl)-3-isopropyl-6,7a-dimethyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one (223751-34-6) + (3S,6R,7aR)-6-(2,3-Dimethoxy-5-methyl-phenyl)-3-isopropyl-6,7a-dimethyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one

Guidance literature:

With lithium diisopropyl amide; Yield given; Multistep reaction. Yields of byproduct given; 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, 2 h;

DOI:10.1021/ja984182x

Reference yield:

(3S,6S,7aR)-6-(2,3-Dimethoxy-5-methyl-phenyl)-3-isopropyl-6,7a-dimethyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one (223751-34-6) → (3S,6S,7aR)-6-(2,3-Dimethoxy-5-methyl-phenyl)-3-isopropyl-6,7a-dimethyl-hexahydro-pyrrolo[2,1-b]oxazol-5-ol

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1021/ja984182x

Reference yield:

(3S,6S,7aR)-6-(2,3-Dimethoxy-5-methyl-phenyl)-3-isopropyl-6,7a-dimethyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one (223751-34-6) → (R)-4-(2,3-dimethoxy-5-methylphenyl)-4-methylcyclopent-2-enone (223751-33-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Red-Al / tetrahydrofuran / 24 h / Ambient temperature

2: KH₂PO₄ / ethanol; H₂O / 12 h

3: 1 M KOH / ethanol / 2 h / Heating

With potassium hydroxide; potassium dihydrogenphosphate; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; ethanol; water;

DOI:10.1021/ja984182x

upstream raw materials:

methyl iodide

Downstream raw materials:

(R)-4-(2,3-dimethoxy-5-methylphenyl)-4-methylcyclopent-2-enone