ortho-bis-[(3R,6S)-1-benzyl-3,6-dihydro-5-ethoxy-6-isopropyl-3-methyl-pyrazin-2-one-3-methylene]benzene

Base Information

• Chemical Name: ortho-bis-[(3R,6S)-1-benzyl-3,6-dihydro-5-ethoxy-6-isopropyl-3-methyl-pyrazin-2-one-3-methylene]benzene
• CAS No.: 834883-03-3
• Molecular Formula: C₄₂H₅₄N₄O₄
• Molecular Weight: 678.915

Synonyms:ortho-bis-[(3R,6S)-1-benzyl-3,6-dihydro-5-ethoxy-6-isopropyl-3-methyl-pyrazin-2-one-3-methylene]benzene

Chemical Property of ortho-bis-[(3R,6S)-1-benzyl-3,6-dihydro-5-ethoxy-6-isopropyl-3-methyl-pyrazin-2-one-3-methylene]benzene

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Technology Process of ortho-bis-[(3R,6S)-1-benzyl-3,6-dihydro-5-ethoxy-6-isopropyl-3-methyl-pyrazin-2-one-3-methylene]benzene

There total 2 articles about ortho-bis-[(3R,6S)-1-benzyl-3,6-dihydro-5-ethoxy-6-isopropyl-3-methyl-pyrazin-2-one-3-methylene]benzene 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%

α,α'-dibromo-o-xylene (91-13-4) + (3R,6S)-1-benzyl-5-ethoxy-6-isopropyl-3-methyl-3,6-dihydro-1H-pyrazin-2-one (699009-76-2) → ortho-bis-[(3R,6S)-1-benzyl-3,6-dihydro-5-ethoxy-6-isopropyl-3-methyl-pyrazin-2-one-3-methylene]benzene (834883-03-3)

Guidance literature:

(3R,6S)-1-benzyl-5-ethoxy-6-isopropyl-3-methyl-3,6-dihydro-1H-pyrazin-2-one; With lithium; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

α,α'-dibromo-o-xylene; In tetrahydrofuran;

DOI:10.1016/j.tetasy.2004.11.018

Reference yield:

(6S)-1-benzyl-5-ethoxy-3,6-dihydro-6-isopropylpyrazine-2-one (433735-03-6) → ortho-bis-[(3R,6S)-1-benzyl-3,6-dihydro-5-ethoxy-6-isopropyl-3-methyl-pyrazin-2-one-3-methylene]benzene (834883-03-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LHMDS / tetrahydrofuran / 1 h / -78 °C

1.2: 65 percent / tetrahydrofuran

2.1: LHMDS; Li / tetrahydrofuran / -78 °C

2.2: 85 percent / tetrahydrofuran

With lithium; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1016/j.tetasy.2004.11.018

Reference yield: 80.0%

ortho-bis-[(3R,6S)-1-benzyl-3,6-dihydro-5-ethoxy-6-isopropyl-3-methyl-pyrazin-2-one-3-methylene]benzene (834883-03-3) → ortho-bis-[(3R,6S)-3,6-dihydro-5-ethoxy-6-isopropyl-3-methyl-pyrazin-2-one-3-methylene]benzene (834883-04-4)

Guidance literature:

With ammonia; lithium; In tetrahydrofuran; tert-butyl alcohol; at -50 ℃;

DOI:10.1016/j.tetasy.2004.11.018

upstream raw materials:

α,α'-dibromo-o-xylene

(3R,6S)-1-benzyl-5-ethoxy-6-isopropyl-3-methyl-3,6-dihydro-1H-pyrazin-2-one

(6S)-1-benzyl-5-ethoxy-3,6-dihydro-6-isopropylpyrazine-2-one

Downstream raw materials:

ortho-bis-[(3R,6S)-3,6-dihydro-5-ethoxy-6-isopropyl-3-methyl-pyrazin-2-one-3-methylene]benzene

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