(4R)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester

Base Information

• Chemical Name: (4R)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester
• CAS No.: 146093-85-8
• Molecular Formula: C₁₅H₁₇NO₅
• Molecular Weight: 291.304
• Mol file: 146093-85-8.mol

Synonyms:(4R)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester

Chemical Property of (4R)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester

There total 2 articles about (4R)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic 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: 96.0%

(R)-4-(phenylmethyl)-2-oxazolidinone (40217-17-2,90719-32-7,120574-96-1,102029-44-7) + succinic acid monomethylester chloride (1490-25-1) → (4R)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester (146093-85-8)

Guidance literature:

With n-butyllithium; 1,10-Phenanthroline; In tetrahydrofuran; hexane; at -78 ℃; for 17h;

DOI:10.1016/S0957-4166(02)00229-X

Reference yield:

4-[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-4-oxobutanoic acid (865704-45-6) + methyl iodide (74-88-4) → (4R)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester (146093-85-8)

Guidance literature:

With potassium carbonate; In acetone; at 40 ℃; for 15h;

DOI:10.1016/j.tet.2010.09.031

Reference yield: 88.0%

1-iodo-propane (107-08-4) + (4R)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester (146093-85-8) → C18H23NO5

Guidance literature:

(4R)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.333333h; Inert atmosphere;

1-iodo-propane; In tetrahydrofuran; at -78 - 20 ℃; for 2.25h; Inert atmosphere;

upstream raw materials:

(R)-4-(phenylmethyl)-2-oxazolidinone

succinic acid monomethylester chloride

4-[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-4-oxobutanoic acid

methyl iodide

Downstream raw materials:

(βR,4R)-β-(2-cyanoethyl)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester