(R)-dimethyl 2-(3-(chloromethyl)benzamido)pentanedioate

Base Information

• Chemical Name: (R)-dimethyl 2-(3-(chloromethyl)benzamido)pentanedioate
• CAS No.: 1346226-17-2
• Molecular Formula: C₁₅H₁₈ClNO₅
• Molecular Weight: 327.765
• Mol file: 1346226-17-2.mol

Synonyms:(R)-dimethyl 2-(3-(chloromethyl)benzamido)pentanedioate

Chemical Property of (R)-dimethyl 2-(3-(chloromethyl)benzamido)pentanedioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-dimethyl 2-(3-(chloromethyl)benzamido)pentanedioate

There total 1 articles about (R)-dimethyl 2-(3-(chloromethyl)benzamido)pentanedioate 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: 58.0%

3-(Chloromethyl)benzoyl chloride (63024-77-1) + D-glutamic acid dimethyl ester hydrochloride (13515-99-6,23150-65-4,27025-25-8) → (R)-dimethyl 2-(3-(chloromethyl)benzamido)pentanedioate (1346226-17-2)

Guidance literature:

D-glutamic acid dimethyl ester hydrochloride; With triethylamine; In dichloromethane; at 0 ℃;

3-(Chloromethyl)benzoyl chloride; In dichloromethane; at 0 - 20 ℃; for 5h;

DOI:10.1016/j.ejmech.2011.09.017

Reference yield: 98.0%

(4-hydroxyphenyl)methanol (623-05-2) + (R)-dimethyl 2-(3-(chloromethyl)benzamido)pentanedioate (1346226-17-2) → (R)-dimethyl 2-(3-((4-(hydroxymethyl)phenoxy)methyl)benzamido)pentanedioate (1346226-18-3)

Guidance literature:

With potassium carbonate; potassium iodide; In acetonitrile; at 70 ℃; for 5h;

DOI:10.1016/j.ejmech.2011.09.017

Reference yield:

(R)-dimethyl 2-(3-(chloromethyl)benzamido)pentanedioate (1346226-17-2) → (R)-dimethyl 2-(3-((4-(chloromethyl)phenoxy)methyl)benzamido)pentanedioate (1346226-20-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; potassium iodide / acetonitrile / 5 h / 70 °C

2: thionyl chloride / dichloromethane / 5 h / 0 - 20 °C

With thionyl chloride; potassium carbonate; potassium iodide; In dichloromethane; acetonitrile;

DOI:10.1016/j.ejmech.2011.09.017

upstream raw materials:

3-(Chloromethyl)benzoyl chloride

D-glutamic acid dimethyl ester hydrochloride

Downstream raw materials:

(R)-dimethyl 2-(3-((4-(chloromethyl)phenoxy)methyl)benzamido)pentanedioate

(R)-dimethyl 2-(3-((4-(hydroxymethyl)phenoxy)methyl)benzamido)pentanedioate