(2R,3R)-4-methoxy-2,3-dimethyl-4-oxo-butanoic acid

Base Information

• Chemical Name: (2R,3R)-4-methoxy-2,3-dimethyl-4-oxo-butanoic acid
• CAS No.: 154634-38-5
• Molecular Formula: C₇H₁₂O₄
• Molecular Weight: 160.17
• Mol file: 154634-38-5.mol

Synonyms:(R,R)-2,3-dimethyl-succinic acid monomethyl ester

Chemical Property of (2R,3R)-4-methoxy-2,3-dimethyl-4-oxo-butanoic acid

Chemical Property:

• Vapor Pressure: 0.00479mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2R,3R)-4-methoxy-2,3-dimethyl-4-oxo-butanoic acid

There total 2 articles about (2R,3R)-4-methoxy-2,3-dimethyl-4-oxo-butanoic acid 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: 99.4%

(+)-(2R,3R)-2,3-dimethylsuccinic anhydride (5866-20-6) → (R,R)-2,3-dimethyl-succinic acid monomethyl ester (154634-38-5)

Guidance literature:

With methanol; at 65 ℃; for 6h; Product distribution / selectivity;

Reference yield: 78.8%

(R)-2-methyl-succinic acid 4-methyl ester (23268-03-3,80986-16-9,111266-27-4,81025-83-4) + methyl iodide (74-88-4) → (R,R)-2,3-dimethyl-succinic acid monomethyl ester (154634-38-5) + (2R,3S)-cis-4-methoxy-2,3-dimethyl-4-oxobutanoic acid

Guidance literature:

(R)-2-methyl-succinic acid 4-methyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -34 - -10 ℃; for 0.916667 - 11.88h;

methyl iodide; In tetrahydrofuran; at -34 - 20 ℃; for 3.5 - 22.5h;

With hydrogenchloride; ammonium chloride; In tetrahydrofuran; water; at 0 - 14 ℃; for 1.5h; pH=1 - 1.92; Product distribution / selectivity;

Reference yield: 56.0%

(R,R)-2,3-dimethyl-succinic acid monomethyl ester (154634-38-5) → (2R,3R)-2,3-dimethyl-butane-1,4-diol (127253-15-0)

Guidance literature:

(R,R)-2,3-dimethyl-succinic acid monomethyl ester; With lithium aluminium tetrahydride; In tetrahydrofuran; tert-butyl methyl ether; at 60 ℃;

With sodium hydroxide; water; In tetrahydrofuran; tert-butyl methyl ether; at 50 ℃; Product distribution / selectivity;

upstream raw materials:

(+)-(2R,3R)-2,3-dimethylsuccinic anhydride

(R)-2-methyl-succinic acid 4-methyl ester

methyl iodide

Downstream raw materials:

2-(R)-methylsuccinic acid

meso 2,3-dimethylsuccinic acid

L(+)-tartaric acid

(2R,3R)-2,3-dimethyl-butane-1,4-diol