ethyl 2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate

Base Information

• Chemical Name: ethyl 2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate
• CAS No.: 325154-21-0
• Molecular Formula: C₁₉H₃₀O₅
• Molecular Weight: 338.444
• Mol file: 325154-21-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 8 articles about ethyl 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: 96.0%

ethyl 2-(4-methoxy-3-(3-methoxypropoxy)benzylidene)-3-methylbutanoate (325154-20-9) → ethyl 2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate (325154-21-0)

Guidance literature:

With 5% Pd(II)/C(eggshell); hydrogen; In ethanol; at 20 ℃; for 0.5h; under 760.051 Torr;

DOI:10.1039/c0gc00013b

Reference yield:

4-methoxy-3-(3-methoxypropoxy)benzaldehyde (172900-75-3) → ethyl 2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate (325154-21-0)

Guidance literature:

Multi-step reaction with 6 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

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

DOI:10.1021/acs.oprd.5b00396

Reference yield:

butyl isovalerate (109-19-3) → ethyl 2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate (325154-21-0)

Guidance literature:

Multi-step reaction with 6 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

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

DOI:10.1021/acs.oprd.5b00396

upstream raw materials:

ethyl 2-(4-methoxy-3-(3-methoxypropoxy)benzylidene)-3-methylbutanoate

ethanol

butyl-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoate

4-methoxy-3-(3-methoxypropoxy)benzaldehyde

Downstream raw materials:

2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanal

tert-butyl (3S,5S,6S,8S)-8-(3-amino-2,2-dimethyl-3-oxopropylcarbamoyl)-6-hydroxy-3-(4-methoxy-3-(3-methoxypropoxy)benzyl)-2,9-dimethyldecan-5-ylcarbamate

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

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

Refernces

• 1、 Rosini, Goffredo,Paolucci, Claudio,Boschi, Francesca,Marotta, Emanuela,Righi, Paolo,Tozzi, Francesco. "Acid promoted CIDT for the deracemization of dihydrocinnamic aldehydes with Betti's base". supporting information; experimental part. p. 1747 - 1757. Retrieved 2011/02/28.