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

Base Information

• Chemical Name: 2-(R)-2-(mesyloxy)pentanedioic acid, 1-tert-butyl-5-benzyl ester
• CAS No.: 914639-11-5
• Molecular Formula: C₁₇H₂₄O₇S
• Molecular Weight: 372.439
• Mol file: 914639-11-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about 2-(R)-2-(mesyloxy)pentanedioic 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: 100.0%

2-(R)-2-hydroxypentanedioic acid, 1-tert-butyl-5-benzyl ester (914639-10-4) + methanesulfonyl chloride (124-63-0) → 2-(R)-2-(mesyloxy)pentanedioic acid, 1-tert-butyl-5-benzyl ester (914639-11-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

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-(mesyloxy)pentanedioic acid, 1-tert-butyl-5-benzyl ester (914639-11-5)

Guidance literature:

Multi-step reaction with 4 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

4.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C

With hydrogenchloride; dmap; triethylamine; 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-(mesyloxy)pentanedioic acid, 1-tert-butyl-5-benzyl ester (914639-11-5)

Guidance literature:

Multi-step reaction with 3 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

3.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C

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

DOI:10.1016/j.ejmech.2014.04.071

upstream raw materials:

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

methanesulfonyl chloride

D-Glutamic acid

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

Downstream raw materials:

1,4,7,10-tetraazacyclododecane-1,7-bis(t-butyloxycarbonyl-methyl)-4,10-bis[2-(R)-pentanedioic acid, 1-t-butyl-5-benzyl ester]