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

Base Information

• Chemical Name: (R)-7-Cyclohexyl-5-((R)-3-hydroxy-1-methyl-propoxy)-3-oxo-heptanoic acid methyl ester
• CAS No.: 120185-81-1
• Molecular Formula: C₁₈H₃₂O₅
• Molecular Weight: 328.449
• Mol file: 120185-81-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about (R)-7-Cyclohexyl-5-((R)-3-hydroxy-1-methyl-propoxy)-3-oxo-heptanoic 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: 81.0%

1,3-bis(trimethylsiloxy)-1-methoxybuta-1,3-diene (74590-73-1,81114-98-9,67609-52-3) + (2S,4R)-2-(2-Cyclohexyl-ethyl)-4-methyl-[1,3]dioxane (120185-80-0) → (R)-7-Cyclohexyl-5-((R)-3-hydroxy-1-methyl-propoxy)-3-oxo-heptanoic acid methyl ester (120185-81-1)

Guidance literature:

titanium tetrachloride; In dichloromethane; at -78 ℃; for 0.0833333h;

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

Reference yield:

(R)-7-Cyclohexyl-5-((R)-3-hydroxy-1-methyl-propoxy)-3-oxo-heptanoic acid methyl ester (120185-81-1) → (4R,6R)-6-(2-cyclohexylethyl)-4-hydroxytetrahydropyran-2-one (86031-05-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 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

2: Et₂BOMe, NaBH₄ / -78 °C

3: 78 percent / HF, pyridine / acetonitrile / 4 h / 25 °C

With pyridine; sodium tetrahydroborate; diethyl methoxy borane; hydrogen fluoride; sodium hydrogencarbonate; Dess-Martin periodane; sodium thiosulfate; dibenzylammonium trifluoroacetate salt; In acetonitrile;

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

Reference yield:

(R)-7-Cyclohexyl-5-((R)-3-hydroxy-1-methyl-propoxy)-3-oxo-heptanoic acid methyl ester (120185-81-1) → (5R)-7-cyclohexyl-5-hydroxy-3-oxoheptanoic acid methyl ester (120185-82-2)

Guidance literature:

With sodium hydrogencarbonate; Dess-Martin periodane; sodium thiosulfate; dibenzylammonium trifluoroacetate salt; Multistep reaction; 1) CH₂Cl₂, 25 deg C, 1 h, water, stirring was continued for 30 min; 2) benzene, 6 deg C, 90 min;

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

upstream raw materials:

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

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

Downstream raw materials:

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

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

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