benzoic acid 2-(7a-methyl-1,5-dioxo-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl)-ethyl ester

Base Information

• Chemical Name: benzoic acid 2-(7a-methyl-1,5-dioxo-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl)-ethyl ester
• CAS No.: 854759-71-0
• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.365

Synonyms:benzoic acid 2-(7a-methyl-1,5-dioxo-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl)-ethyl ester

Chemical Property of benzoic acid 2-(7a-methyl-1,5-dioxo-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl)-ethyl ester

Chemical Property:

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Technology Process of benzoic acid 2-(7a-methyl-1,5-dioxo-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl)-ethyl ester

There total 9 articles about benzoic acid 2-(7a-methyl-1,5-dioxo-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl)-ethyl 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: 68.0%

benzoic acid 6-(1-methyl-2,5-dioxo-cyclopentyl)-4-oxo-hexyl ester (854759-73-2) → benzoic acid 2-(7a-methyl-1,5-dioxo-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl)-ethyl ester (854759-71-0)

Guidance literature:

With L-phenylalanine; pyridinium p-toluenesulfonate; In dimethyl sulfoxide; at 20 - 50 ℃; for 48h; enantioselective reaction; Inert atmosphere; Sonication;

DOI:10.1002/anie.201301465

Reference yield:

4-oxohex-5-enyl benzoate (286470-92-6) → benzoic acid 2-(7a-methyl-1,5-dioxo-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl)-ethyl ester (854759-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 30.4 g / Et₃N / dimethylformamide / 0 - 20 °C

2: L-phenylalanine; pyridinium p-toluenesulfonate; DMSO / 24 h / 50 °C / sonication

With L-phenylalanine; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; In N,N-dimethyl-formamide; 1: Michael reaction;

DOI:10.1016/j.tet.2005.03.038

Reference yield:

2-Methylcyclopentane-1,3-dione (765-69-5) → benzoic acid 2-(7a-methyl-1,5-dioxo-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl)-ethyl ester (854759-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 30.4 g / Et₃N / dimethylformamide / 0 - 20 °C

2: L-phenylalanine; pyridinium p-toluenesulfonate; DMSO / 24 h / 50 °C / sonication

With L-phenylalanine; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; In N,N-dimethyl-formamide; 1: Michael reaction;

DOI:10.1016/j.tet.2005.03.038

upstream raw materials:

benzoic acid 6-(1-methyl-2,5-dioxo-cyclopentyl)-4-oxo-hexyl ester

2-Methylcyclopentane-1,3-dione

benzoic acid (3-iodopropyl) ester

4-oxohex-5-enyl benzoate

Downstream raw materials:

C₂₆H₃₆O₄S₂

Benzoic acid 2-[(1S,7aS)-1-(2,2-dimethyl-propionyloxy)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-ethyl ester

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