L-alanyl-D-glutamic acid dibenzyl ester trifluoroacetate

Base Information

• Chemical Name: L-alanyl-D-glutamic acid dibenzyl ester trifluoroacetate
• CAS No.: 66025-58-9
• Molecular Formula: C₂HF₃O₂*C₂₂H₂₆N₂O₅
• Molecular Weight: 512.483
• Mol file: 66025-58-9.mol

Synonyms:L-alanyl-D-glutamic acid dibenzyl ester trifluoroacetate

Chemical Property of L-alanyl-D-glutamic acid dibenzyl ester trifluoroacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-alanyl-D-glutamic acid dibenzyl ester trifluoroacetate

There total 5 articles about L-alanyl-D-glutamic acid dibenzyl ester trifluoroacetate 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%

dibenzyl N-[N-(tert-butoxycarbonyl)-L-alanyl]-D-glutamate (59524-70-8,59524-71-9,85546-28-7) + trifluoroacetic acid (76-05-1) → L-alanyl-D-glutamic acid dibenzyl ester trifluoroacetate (66025-58-9)

Guidance literature:

In dichloromethane; at 20 ℃; for 40h; Inert atmosphere;

DOI:10.1021/ml2002746

Reference yield:

D-Glutamic acid (6893-26-1,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → L-alanyl-D-glutamic acid dibenzyl ester trifluoroacetate (66025-58-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: benzene / 26 h / Reflux

2.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

2.2: 40 h / 20 °C / Inert atmosphere

3.1: dichloromethane / 40 h / 20 °C / Inert atmosphere

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; benzene;

DOI:10.1021/ml2002746

Reference yield:

toluene-4-sulfonic acid (104-15-4) → L-alanyl-D-glutamic acid dibenzyl ester trifluoroacetate (66025-58-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: benzene / 26 h / Reflux

2.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

2.2: 40 h / 20 °C / Inert atmosphere

3.1: dichloromethane / 40 h / 20 °C / Inert atmosphere

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; benzene;

DOI:10.1021/ml2002746

upstream raw materials:

dibenzyl N-[N-(tert-butoxycarbonyl)-L-alanyl]-D-glutamate

trifluoroacetic acid

D-Glutamic acid

toluene-4-sulfonic acid

Downstream raw materials:

dibenzyl (2R)-2-[((2S)-2-{[4-(1,1,3-trioxo-1,3-dihydro-2H-1,2-benzisothiazol-2-yl)butanoyl]amino}propanoyl)amino]pentanedioate

dibenzyl (2R)-2-{[(2S)-2-({2-[2-(1,1,3-trioxo-1,3-dihydro-2H-1,2-benzisothiazol-2-yl)ethoxy]acetyl}amino)propanoyl]amino}pentanedioate

dibenzyl (2R)-2-[((2S)-2-{[(5,5-dioxo-5,7,8,9-tetrahydro-5λ6-pyrido[1,2-b][1,2]benzisothiazol-10-yl)carbonyl]amino}propanoyl)amino]pentanedioate

dibenzyl (2R)-2-{[(2S)-2-({2-[(1H-indol-2-ylcarbonyl)amino]acetyl}amino)propanoyl]amino}pentanedioate

Refernces

• 1、 Jakopin, ?iga,Corsini, Emanuela,Gobec, Martina,Mlinari?-Ra??an, Irena,Dolenc, Marija Sollner. "Design, synthesis and biological evaluation of novel desmuramyldipeptide analogs". supporting information; scheme or table. p. 3762 - 3777. Retrieved 2011/11/07.