(5R)-7-cyclohexyl-5-hydroxy-3-oxoheptanoic acid methyl ester

Base Information

• Chemical Name: (5R)-7-cyclohexyl-5-hydroxy-3-oxoheptanoic acid methyl ester
• CAS No.: 120185-82-2
• Molecular Formula: C₁₄H₂₄O₄
• Molecular Weight: 256.342
• Mol file: 120185-82-2.mol

Synonyms:(5R)-7-cyclohexyl-5-hydroxy-3-oxoheptanoic acid methyl ester

Chemical Property of (5R)-7-cyclohexyl-5-hydroxy-3-oxoheptanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R)-7-cyclohexyl-5-hydroxy-3-oxoheptanoic acid methyl ester

There total 4 articles about (5R)-7-cyclohexyl-5-hydroxy-3-oxoheptanoic acid methyl 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:

(2R)-4-cyclohexyl-1-(5-methoxycyclohexa-1,4-dienyl)butan-2-ol (795279-36-6) → (5R)-7-cyclohexyl-5-hydroxy-3-oxoheptanoic acid methyl ester (120185-82-2)

Guidance literature:

(2R)-4-cyclohexyl-1-(5-methoxycyclohexa-1,4-dienyl)butan-2-ol; With pyridine; ozone; In methanol; dichloromethane; at -78 ℃;

With triphenylphosphine; In methanol; dichloromethane; at 20 ℃; for 1h; Further stages.;

DOI:10.1016/j.tet.2004.07.044

Reference yield:

1,3-bis(trimethylsiloxy)-1-methoxybuta-1,3-diene (74590-73-1,81114-98-9,67609-52-3) → (5R)-7-cyclohexyl-5-hydroxy-3-oxoheptanoic acid methyl ester (120185-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / TiCl₄ / CH₂Cl₂ / 0.08 h / -78 °C

2: 1) Dess-Martin periodinane, NaHCO₃, Na₂S₂O₃; 2) dibenylammonium trifluoroacetate / 1) CH₂Cl₂, 25 deg C, 1 h, water, stirring was continued for 30 min; 2) benzene, 6 deg C, 90 min

With sodium hydrogencarbonate; Dess-Martin periodane; sodium thiosulfate; dibenzylammonium trifluoroacetate salt; titanium tetrachloride; In dichloromethane;

DOI:10.1016/S0040-4039(00)82107-3

Reference yield:

(2S,4R)-2-(2-Cyclohexyl-ethyl)-4-methyl-[1,3]dioxane (120185-80-0) → (5R)-7-cyclohexyl-5-hydroxy-3-oxoheptanoic acid methyl ester (120185-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / TiCl₄ / CH₂Cl₂ / 0.08 h / -78 °C

2: 1) Dess-Martin periodinane, NaHCO₃, Na₂S₂O₃; 2) dibenylammonium trifluoroacetate / 1) CH₂Cl₂, 25 deg C, 1 h, water, stirring was continued for 30 min; 2) benzene, 6 deg C, 90 min

With sodium hydrogencarbonate; Dess-Martin periodane; sodium thiosulfate; dibenzylammonium trifluoroacetate salt; titanium tetrachloride; In dichloromethane;

DOI:10.1016/S0040-4039(00)82107-3

upstream raw materials:

(R)-7-Cyclohexyl-5-((R)-3-hydroxy-1-methyl-propoxy)-3-oxo-heptanoic acid methyl ester

(2R)-4-cyclohexyl-1-(5-methoxycyclohexa-1,4-dienyl)butan-2-ol

1,3-bis(trimethylsiloxy)-1-methoxybuta-1,3-diene

(2S,4R)-2-(2-Cyclohexyl-ethyl)-4-methyl-[1,3]dioxane

Downstream raw materials:

(4R,6R)-6-(2-cyclohexylethyl)-4-hydroxytetrahydropyran-2-one

(3R,5R)-7-Cyclohexyl-3,5-dihydroxy-heptanoic acid methyl ester