(1R,2R,4S)-3-Oxo-bicyclo[2.2.1]heptane-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Base Information

• Chemical Name: (1R,2R,4S)-3-Oxo-bicyclo[2.2.1]heptane-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester
• CAS No.: 175418-21-0
• Molecular Formula: C₁₈H₂₈O₃
• Molecular Weight: 292.419

Synonyms:(1R,2R,4S)-3-Oxo-bicyclo[2.2.1]heptane-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Chemical Property of (1R,2R,4S)-3-Oxo-bicyclo[2.2.1]heptane-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Chemical Property:

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Technology Process of (1R,2R,4S)-3-Oxo-bicyclo[2.2.1]heptane-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

There total 3 articles about (1R,2R,4S)-3-Oxo-bicyclo[2.2.1]heptane-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl 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: 100.0%

(1R,2R,4S)-3-[1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-meth-(Z)-ylidene]-bicyclo[2.2.1]heptane-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (175286-57-4) → (1R,2R,4S)-3-Oxo-bicyclo[2.2.1]heptane-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (175418-21-0)

Guidance literature:

With ozone; In dichloromethane; at -78 ℃;

DOI:10.1021/jo951762t

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → (1R,2R,4S)-3-Oxo-bicyclo[2.2.1]heptane-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (175418-21-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / aluminum chloride / CH₂Cl₂ / 5 h / -78 °C

2: 100 percent / hydrogen / 5percent Pd/C / ethyl acetate / Ambient temperature

3: 100 percent / ozone / CH₂Cl₂ / -78 °C

With aluminium trichloride; hydrogen; ozone; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1021/jo951762t

Reference yield:

(1S,2R,4R)-3-[1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-meth-(Z)-ylidene]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (144660-40-2) → (1R,2R,4S)-3-Oxo-bicyclo[2.2.1]heptane-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (175418-21-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / hydrogen / 5percent Pd/C / ethyl acetate / Ambient temperature

2: 100 percent / ozone / CH₂Cl₂ / -78 °C

With hydrogen; ozone; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1021/jo951762t

upstream raw materials:

(1R,2R,4S)-3-[1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-meth-(Z)-ylidene]-bicyclo[2.2.1]heptane-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

cyclopenta-1,3-diene

(1S,2R,4R)-3-[1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-meth-(Z)-ylidene]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

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