2-(R)-2-hydroxypentanedioic acid, 1-tert-butyl-5-benzyl ester

Base Information

• Chemical Name: 2-(R)-2-hydroxypentanedioic acid, 1-tert-butyl-5-benzyl ester
• CAS No.: 914639-10-4
• Molecular Formula: C₁₆H₂₂O₅
• Molecular Weight: 294.348
• Mol file: 914639-10-4.mol

Synonyms:2-(R)-2-hydroxypentanedioic acid, 1-tert-butyl-5-benzyl ester

Chemical Property of 2-(R)-2-hydroxypentanedioic acid, 1-tert-butyl-5-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2-(R)-2-hydroxypentanedioic acid, 1-tert-butyl-5-benzyl ester

There total 4 articles about 2-(R)-2-hydroxypentanedioic acid, 1-tert-butyl-5-benzyl 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:

benzyl bromide (100-39-0) + 2-(R)-5-oxotetrahydrofuran-2-carboxylic acid, tert-butyl ester (176237-48-2) → 2-(R)-2-hydroxypentanedioic acid, 1-tert-butyl-5-benzyl ester (914639-10-4)

Guidance literature:

2-(R)-5-oxotetrahydrofuran-2-carboxylic acid, tert-butyl ester; With potassium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 4h;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 8h;

DOI:10.1016/j.ejmech.2014.04.071

Reference yield:

D-Glutamic acid (6893-26-1,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → 2-(R)-2-hydroxypentanedioic acid, 1-tert-butyl-5-benzyl ester (914639-10-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride; sodium nitrite / water; 1,4-dioxane / 24 h / 0 - 20 °C

2.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C

3.1: potassium hydroxide / water; tetrahydrofuran / 4 h / 0 - 20 °C

3.2: 8 h / 20 °C

With hydrogenchloride; dmap; dicyclohexyl-carbodiimide; potassium hydroxide; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;

DOI:10.1016/j.ejmech.2014.04.071

Reference yield:

(R)-tetrahydro-5-oxo-2-furancarboxylic acid (53558-93-3) → 2-(R)-2-hydroxypentanedioic acid, 1-tert-butyl-5-benzyl ester (914639-10-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C

2.1: potassium hydroxide / water; tetrahydrofuran / 4 h / 0 - 20 °C

2.2: 8 h / 20 °C

With dmap; dicyclohexyl-carbodiimide; potassium hydroxide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.ejmech.2014.04.071

upstream raw materials:

benzyl bromide

2-(R)-5-oxotetrahydrofuran-2-carboxylic acid, tert-butyl ester

D-Glutamic acid

(R)-tetrahydro-5-oxo-2-furancarboxylic acid

Downstream raw materials:

2-(R)-2-(mesyloxy)pentanedioic acid, 1-tert-butyl-5-benzyl ester