(1S,3aS,4R,4aS,9aS)-1-Acetoxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester

Base Information

• Chemical Name: (1S,3aS,4R,4aS,9aS)-1-Acetoxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester
• CAS No.: 183663-31-2
• Molecular Formula: C₂₄H₂₇NO₇
• Molecular Weight: 441.481

Synonyms:(1S,3aS,4R,4aS,9aS)-1-Acetoxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester

Chemical Property of (1S,3aS,4R,4aS,9aS)-1-Acetoxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester

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Technology Process of (1S,3aS,4R,4aS,9aS)-1-Acetoxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester

There total 2 articles about (1S,3aS,4R,4aS,9aS)-1-Acetoxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester 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: 47.0%

maleic anhydride (108-31-6) + (2S,3E)-2--4-(1'-cyclohexen-1'-yl)but-3-en-1-yl acetate (142952-93-0) → (1S,3aS,4R,4aS,9aS)-1-Hydroxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester + (1S,3aR,4S,4aR,9aR)-1-Acetoxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester + (1S,3aS,4R,4aS,9aS)-1-Acetoxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester (183663-31-2)

Guidance literature:

With 4 A MS; In dichloromethane; at 40 ℃; for 12h; Yields of byproduct given;

DOI:10.1021/jo9609743

Reference yield:

maleic anhydride (108-31-6) + (2S,3E)-2--4-(1'-cyclohexen-1'-yl)but-3-en-1-yl acetate (142952-93-0) → (1S,3aR,4S,4aR,9aR)-1-Acetoxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester + (1S,3aS,4R,4aS,9aS)-1-Acetoxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester (183663-31-2)

Guidance literature:

In various solvent(s); at 180 ℃; for 1h; Yield given. Yields of byproduct given;

DOI:10.1021/jo9609743

Reference yield: 96.0%

(1S,3aS,4R,4aS,9aS)-1-Acetoxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester (183663-31-2) → (1S,3aS,4R,4aS,9aS)-1-Hydroxymethyl-3-oxo-1,3,3a,4,4a,5,6,7,8,9a-decahydro-benzo[f]isoindole-2,4-dicarboxylic acid 2-benzyl ester

Guidance literature:

With trifluoroacetic acid; In methanol; water; for 10h; Ambient temperature;

DOI:10.1021/jo9609743

upstream raw materials:

maleic anhydride

(2S,3E)-2--4-(1'-cyclohexen-1'-yl)but-3-en-1-yl acetate

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