(2S,3R,4aS,8aS)-1-benzyl-3-hydroxy-2-methyl-7-oxodecahydroquinoline ethylene acetal

Base Information

Chemical Name:(2S,3R,4aS,8aS)-1-benzyl-3-hydroxy-2-methyl-7-oxodecahydroquinoline ethylene acetal
CAS No.:908290-43-7
Molecular Formula:C₁₉H₂₇NO₃
Molecular Weight:317.428
Hs Code.:

Synonyms:(2S,3R,4aS,8aS)-1-benzyl-3-hydroxy-2-methyl-7-oxodecahydroquinoline ethylene acetal

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Chemical Property of (2S,3R,4aS,8aS)-1-benzyl-3-hydroxy-2-methyl-7-oxodecahydroquinoline ethylene acetal

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Technology Process of (2S,3R,4aS,8aS)-1-benzyl-3-hydroxy-2-methyl-7-oxodecahydroquinoline ethylene acetal

There total 1 articles about (2S,3R,4aS,8aS)-1-benzyl-3-hydroxy-2-methyl-7-oxodecahydroquinoline ethylene acetal 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%

: 908290-21-1
(2S,3aS,7aS)-1-benzyl-2-[(1'R)-1-hydroxyethyl]octahydroindol-6-one ethylene acetal

: 908290-43-7
(2S,3R,4aS,8aS)-1-benzyl-3-hydroxy-2-methyl-7-oxodecahydroquinoline ethylene acetal

Guidance literature:: (2S,3aS,7aS)-1-benzyl-2-[(1'R)-1-hydroxyethyl]octahydroindol-6-one ethylene acetal; With methanesulfonyl chloride; triethylamine; In tetrahydrofuran; at -20 ℃; for 1h;

With silver trifluoroacetate; In tetrahydrofuran; at -20 - 20 ℃; for 1h;

With sodium hydroxide; In tetrahydrofuran; water; for 3h;
DOI:10.1021/jo060592p

Reference yield:

: 908290-43-7
(2S,3R,4aS,8aS)-1-benzyl-3-hydroxy-2-methyl-7-oxodecahydroquinoline ethylene acetal

: (2S,3aS,7aS)-1-benzyl-2-[(1'R)-1-acetoxyethyl]octahydroindol-6-one ethylene acetal

Guidance literature:: Multi-step reaction with 3 steps

1.1: (CF₃CO)2O

1.2: triethylamine / tetrahydrofuran / 8 h / Heating

1.3: NaOH / tetrahydrofuran; H₂O

2.1: CH₃SO₂Cl; triethylamine / tetrahydrofuran / 4 h / Heating

3.1: 34 percent / tetrahydrofuran / 4 h / Heating

With methanesulfonyl chloride; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran;
DOI:10.1021/jo060592p

Reference yield:

: 908290-43-7
(2S,3R,4aS,8aS)-1-benzyl-3-hydroxy-2-methyl-7-oxodecahydroquinoline ethylene acetal

: (2S,3R,4aS,8aS)-3-acetoxy-1-benzyl-2-methyl-7-oxodecahydroquinoline ethylene acetal

Guidance literature:: Multi-step reaction with 3 steps

1.1: (CF₃CO)2O

1.2: triethylamine / tetrahydrofuran / 8 h / Heating

1.3: NaOH / tetrahydrofuran; H₂O

2.1: CH₃SO₂Cl; triethylamine / tetrahydrofuran / 4 h / Heating

3.1: 46 percent / tetrahydrofuran / 4 h / Heating

With methanesulfonyl chloride; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran;
DOI:10.1021/jo060592p