(R)-4-oxo-2-(4-dimethylamino-2-methoxyphenyl)-butyric acid methyl ester

Base Information

• Chemical Name: (R)-4-oxo-2-(4-dimethylamino-2-methoxyphenyl)-butyric acid methyl ester
• CAS No.: 447462-08-0
• Molecular Formula: C₁₄H₁₉NO₄
• Molecular Weight: 265.309
• Mol file: 447462-08-0.mol

Synonyms:(R)-4-oxo-2-(4-dimethylamino-2-methoxyphenyl)-butyric acid methyl ester

Chemical Property of (R)-4-oxo-2-(4-dimethylamino-2-methoxyphenyl)-butyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-oxo-2-(4-dimethylamino-2-methoxyphenyl)-butyric acid methyl ester

There total 2 articles about (R)-4-oxo-2-(4-dimethylamino-2-methoxyphenyl)-butyric 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: 73.0%

3-methoxy-N,N-dimethylaniline (15799-79-8) + 4-oxo-but-2-enoic acid methyl ester (7327-99-3) → (R)-4-oxo-2-(4-dimethylamino-2-methoxyphenyl)-butyric acid methyl ester (447462-08-0)

Guidance literature:

With hydrogenchloride; (2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one; In 1,4-dioxane; chloroform; at -20 - 20 ℃; for 0.0833333 - 8h;

Reference yield:

3-methoxy-N,N-dimethylaniline (15799-79-8) + methyl (E)-4-oxo-2-butenoate (5837-72-9) → (S)-4-oxo-2-(4-dimethylamino-2-methoxyphenyl)-butyric acid methyl ester + (R)-4-oxo-2-(4-dimethylamino-2-methoxyphenyl)-butyric acid methyl ester (447462-08-0)

Guidance literature:

With hydrogenchloride; (2S,5S)-5-benzyl-2-tert-butyl-3-methyl-imidazolidinone; In 1,4-dioxane; chloroform; at -20 ℃; for 8h; Title compound not separated from byproducts.;

DOI:10.1021/ja025981p

Reference yield: 48.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (R)-4-oxo-2-(4-dimethylamino-2-methoxyphenyl)-butyric acid methyl ester (447462-08-0) → (R)-4-tert-butyldimethylsilyloxy-2-(4-dimethylamino-2-methoxy-phenyl)-butanol (447461-94-1)

Guidance literature:

(R)-4-oxo-2-(4-dimethylamino-2-methoxyphenyl)-butyric acid methyl ester; With sodium tetrahydroborate; In ethanol; dichloromethane; at 0 ℃; for 0.0833333h;

tert-butyldimethylsilyl chloride; With dmap; triethylamine; In dichloromethane; for 1h;

With lithium aluminium tetrahydride; Rochelle's salt; In diethyl ether; water; at 0 ℃; for 8.08333h;

upstream raw materials:

3-methoxy-N,N-dimethylaniline

methyl (E)-4-oxo-2-butenoate

4-oxo-but-2-enoic acid methyl ester

Downstream raw materials:

(R)-3-(4-dimethylamino-2-methoxyphenyl)-butanol tert-butyldimethylsilyl ether

(R)-4-tert-butyldimethylsilyloxy-2-(4-dimethylamino-2-methoxy-phenyl)-butanol

4-(tert-butyl-dimethyl-silanyloxy)-2-(4-dimethylamino-2-methoxy-phenyl)-butyric acid methyl ester