(2S^*,4aR^*,5S^*,8aR^*)-1-benzyl-2-(1-propyl)-(Δ-3,4)-5-(dimethylphenylsilyl)-7-oxooctahydroquinoline

Base Information

• Chemical Name: (2S^*,4aR^*,5S^*,8aR^*)-1-benzyl-2-(1-propyl)-(Δ-3,4)-5-(dimethylphenylsilyl)-7-oxooctahydroquinoline
• CAS No.: 142003-70-1
• Molecular Formula: C₂₇H₃₅NOSi
• Molecular Weight: 417.666

Synonyms:(2S^*,4aR^*,5S^*,8aR^*)-1-benzyl-2-(1-propyl)-(Δ-3,4)-5-(dimethylphenylsilyl)-7-oxooctahydroquinoline

Chemical Property of (2S^*,4aR^*,5S^*,8aR^*)-1-benzyl-2-(1-propyl)-(Δ-3,4)-5-(dimethylphenylsilyl)-7-oxooctahydroquinoline

Chemical Property:

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Technology Process of (2S^*,4aR^*,5S^*,8aR^*)-1-benzyl-2-(1-propyl)-(Δ-3,4)-5-(dimethylphenylsilyl)-7-oxooctahydroquinoline

There total 1 articles about (2S^*,4aR^*,5S^*,8aR^*)-1-benzyl-2-(1-propyl)-(Δ-3,4)-5-(dimethylphenylsilyl)-7-oxooctahydroquinoline 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%

(1R*,3S*,4S*,5S*)-2-benzyl-3-(1-propyl)-5-<(E)-2-(dimethylphenylsilyl)-1-ethenyl>-2-azabicyclo<2.2.2>oct-7-en-5-ol (142003-69-8) → (2S*,4aR*,5S*,8aR*)-1-benzyl-2-(1-propyl)-(Δ-3,4)-5-(dimethylphenylsilyl)-7-oxooctahydroquinoline (142003-70-1)

Guidance literature:

With potassium hydride; In 1,2-dimethoxyethane; at 105 ℃; for 8.5h;

DOI:10.1021/jo00041a012

Reference yield:

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) + (2S*,4aR*,5S*,8aR*)-1-benzyl-2-(1-propyl)-(Δ-3,4)-5-(dimethylphenylsilyl)-7-oxooctahydroquinoline (142003-70-1) → (2S*,4aR*,5S*,8aS*)-1-methyl-2-(1-propyl)-(Δ-3,4)-5-(dimethylphenylsilyl)-7-(triisopropylsiloxy)-(Δ-7,8)-hexahydroquinoline (142003-60-9)

Guidance literature:

With potassium hydride; Yield given. Multistep reaction; 1) DME, 105 deg C, 7 h, 2) DME, 0 deg C, 30 min;

DOI:10.1021/jo00041a012

Reference yield:

(2S*,4aR*,5S*,8aR*)-1-benzyl-2-(1-propyl)-(Δ-3,4)-5-(dimethylphenylsilyl)-7-oxooctahydroquinoline (142003-70-1) → (2S*,4aR*,5S*,8aR*)-1-benzyl-2-(1-propyl)-(Δ-3,4)-5-hydroxy-7-oxooctahydroquinoline (142003-58-5)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/jo00041a012

upstream raw materials:

(1R^*,3S^*,4S^*,5S^*)-2-benzyl-3-(1-propyl)-5-<(E)-2-(dimethylphenylsilyl)-1-ethenyl>-2-azabicyclo<2.2.2>oct-7-en-5-ol

Downstream raw materials:

(2S^*,4aR^*,5S^*,8aS^*)-1-methyl-2-(1-propyl)-(Δ-3,4)-5-(dimethylphenylsilyl)-7-(triisopropylsiloxy)-(Δ-7,8)-hexahydroquinoline

(2S^*,4aR^*,5S^*,8aR^*)-1-benzyl-2-(1-propyl)-(Δ-3,4)-5-hydroxy-7-oxooctahydroquinoline

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