(R)-methyl 2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate

Base Information

• Chemical Name: (R)-methyl 2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate
• CAS No.: 945462-61-3
• Molecular Formula: C₁₈H₂₈O₅
• Molecular Weight: 324.417
• Mol file: 945462-61-3.mol

Synonyms:(R)-methyl 2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate

Chemical Property of (R)-methyl 2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-methyl 2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate

There total 37 articles about (R)-methyl 2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate 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:

butyl-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate (1351987-18-2) → (S)-methyl-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate (910546-52-0) + (R)-methyl 2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate (945462-61-3) + (R)-3-[4-methoxy-3-(3-methoxypropoxy)phenyl]-2-(1-methylethyl)propanoic acid (172900-71-9)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydroxide; water / ethanol / Reflux; Inert atmosphere

2: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

3: 20 °C / Inert atmosphere

4: Horse Liver Acetone Powder / acetonitrile / 47 h / 25 °C / Resolution of racemate; Inert atmosphere

With oxalyl dichloride; Horse Liver Acetone Powder; water; N,N-dimethyl-formamide; sodium hydroxide; In ethanol; dichloromethane; acetonitrile;

DOI:10.1021/acs.oprd.5b00396

Reference yield:

4-methoxy-3-(3-methoxypropoxy)benzaldehyde (172900-75-3) → (S)-methyl-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate (910546-52-0) + (R)-methyl 2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate (945462-61-3) + (R)-3-[4-methoxy-3-(3-methoxypropoxy)phenyl]-2-(1-methylethyl)propanoic acid (172900-71-9)

Guidance literature:

Multi-step reaction with 7 steps

1: lithium diisopropyl amide / -40 °C / Inert atmosphere

2: camphor-10-sulfonic acid / toluene / Inert atmosphere

3: hydrogen; palladium on activated charcoal / methanol / Inert atmosphere

4: sodium hydroxide; water / ethanol / Reflux; Inert atmosphere

5: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

6: 20 °C / Inert atmosphere

7: Horse Liver Acetone Powder / acetonitrile / 47 h / 25 °C / Resolution of racemate; Inert atmosphere

With oxalyl dichloride; Horse Liver Acetone Powder; palladium on activated charcoal; camphor-10-sulfonic acid; water; hydrogen; N,N-dimethyl-formamide; sodium hydroxide; lithium diisopropyl amide; In methanol; ethanol; dichloromethane; toluene; acetonitrile; 1: |Aldol Addition;

DOI:10.1021/acs.oprd.5b00396

Reference yield:

butyl isovalerate (109-19-3) → (S)-methyl-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate (910546-52-0) + (R)-methyl 2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate (945462-61-3) + (R)-3-[4-methoxy-3-(3-methoxypropoxy)phenyl]-2-(1-methylethyl)propanoic acid (172900-71-9)

Guidance literature:

Multi-step reaction with 7 steps

1: lithium diisopropyl amide / -40 °C / Inert atmosphere

2: camphor-10-sulfonic acid / toluene / Inert atmosphere

3: hydrogen; palladium on activated charcoal / methanol / Inert atmosphere

4: sodium hydroxide; water / ethanol / Reflux; Inert atmosphere

5: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

6: 20 °C / Inert atmosphere

7: Horse Liver Acetone Powder / acetonitrile / 47 h / 25 °C / Resolution of racemate; Inert atmosphere

With oxalyl dichloride; Horse Liver Acetone Powder; palladium on activated charcoal; camphor-10-sulfonic acid; water; hydrogen; N,N-dimethyl-formamide; sodium hydroxide; lithium diisopropyl amide; In methanol; ethanol; dichloromethane; toluene; acetonitrile; 1: |Aldol Addition;

DOI:10.1021/acs.oprd.5b00396

upstream raw materials:

C₁₂H₁₇IO₃

methanol

sodium methylate

carbonic acid dimethyl ester

Refernces

• 1、 -. "NOVEL PROCESS FOR THE PREPARATION OF RENIN INHIBITORS". . . Retrieved 2013/08/28.