(1S',2R,2'S,6'S)-4-(2'-Hydroxy-2',6'-dimethyl-5'-oxocyclohexyl)-2-methylbutanoic acid

Base Information

• Chemical Name: (1S',2R,2'S,6'S)-4-(2'-Hydroxy-2',6'-dimethyl-5'-oxocyclohexyl)-2-methylbutanoic acid
• CAS No.: 302595-25-1
• Molecular Formula: C₁₃H₂₂O₄
• Molecular Weight: 242.315
• Mol file: 302595-25-1.mol

Synonyms:(1S',2R,2'S,6'S)-4-(2'-Hydroxy-2',6'-dimethyl-5'-oxocyclohexyl)-2-methylbutanoic acid

Chemical Property of (1S',2R,2'S,6'S)-4-(2'-Hydroxy-2',6'-dimethyl-5'-oxocyclohexyl)-2-methylbutanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S',2R,2'S,6'S)-4-(2'-Hydroxy-2',6'-dimethyl-5'-oxocyclohexyl)-2-methylbutanoic acid

There total 3 articles about (1S',2R,2'S,6'S)-4-(2'-Hydroxy-2',6'-dimethyl-5'-oxocyclohexyl)-2-methylbutanoic acid 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%

(1S',2R,2'S,5'S,6'S)-4-(2',5'-Dihydroxy-2',6'-dimethylcyclohexyl)-2-methylbutanoic acid (302595-43-3) → (1S',2R,2'S,6'S)-4-(2'-Hydroxy-2',6'-dimethyl-5'-oxocyclohexyl)-2-methylbutanoic acid (302595-25-1)

Guidance literature:

With jones reagent; at 0 ℃;

DOI:10.1039/b003571h

Reference yield:

(1S,4R,7S,8S,9S)-(+)-9-Acetoxy-1,4,8-trimethyl-2-oxabicyclo[5.4.0]undecan-3-one (302595-40-0) → (1S',2R,2'S,6'S)-4-(2'-Hydroxy-2',6'-dimethyl-5'-oxocyclohexyl)-2-methylbutanoic acid (302595-25-1)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / H₂O

2: 100 percent / aq. NaOH

3: 79 percent / Jones reagent / 0 °C

With sodium hydroxide; jones reagent; potassium carbonate; In water; 1: Hydrolysis / 2: Hydrolysis / 3: Oxidation;

DOI:10.1039/b003571h

Reference yield:

(R)-4-((1S,2S,5S,6S)-5-Acetoxy-2-hydroxy-2,6-dimethyl-cyclohexyl)-2-methyl-butyric acid methyl ester (302595-47-7) → (1S',2R,2'S,6'S)-4-(2'-Hydroxy-2',6'-dimethyl-5'-oxocyclohexyl)-2-methylbutanoic acid (302595-25-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / aq. NaOH

2: 79 percent / Jones reagent / 0 °C

With sodium hydroxide; jones reagent; 1: Hydrolysis / 2: Oxidation;

DOI:10.1039/b003571h

upstream raw materials:

(1S',2R,2'S,5'S,6'S)-4-(2',5'-Dihydroxy-2',6'-dimethylcyclohexyl)-2-methylbutanoic acid

(1S,4R,7S,8S,9S)-(+)-9-Acetoxy-1,4,8-trimethyl-2-oxabicyclo[5.4.0]undecan-3-one

(R)-4-((1S,2S,5S,6S)-5-Acetoxy-2-hydroxy-2,6-dimethyl-cyclohexyl)-2-methyl-butyric acid methyl ester