benzyl N-(2-azidoethyl)glycinate

Base Information

• Chemical Name: benzyl N-(2-azidoethyl)glycinate
• CAS No.: 623145-39-1
• Molecular Formula: C₁₁H₁₄N₄O₂
• Molecular Weight: 234.258
• Mol file: 623145-39-1.mol

Synonyms:benzyl N-(2-azidoethyl)glycinate

Chemical Property of benzyl N-(2-azidoethyl)glycinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of benzyl N-(2-azidoethyl)glycinate

There total 2 articles about benzyl N-(2-azidoethyl)glycinate 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: 64.0%

2-bromoethylamine hydrobromide (2576-47-8) + Benzyl bromoacetate (5437-45-6) → benzyl N-(2-azidoethyl)glycinate (623145-39-1)

Guidance literature:

2-bromoethylamine hydrobromide; With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 3h;

Benzyl bromoacetate; With triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 2h;

DOI:10.1021/ol0358408

Reference yield:

2-azido-ethyl-amine hydrobromide + Benzyl bromoacetate (5437-45-6) → benzyl N-(2-azidoethyl)glycinate (623145-39-1)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c0cc01081b

Reference yield: 94.0%

thymidyl acetic acid (20924-05-4) + benzyl N-(2-azidoethyl)glycinate (623145-39-1) → benzyl N-(2-azidoethyl)-N-(thymine-1-acetyl)glycinate (623145-44-8)

Guidance literature:

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 23 ℃; for 2h;

DOI:10.1021/ol0358408

upstream raw materials:

2-bromoethylamine hydrobromide

Benzyl bromoacetate

Downstream raw materials:

benzyl N-(2-azidoethyl)-N-(thymine-1-acetyl)glycinate

benzyl N-(2-azidoethyl)-N-[2-N-(benzhydryloxycarbonyl)guanine-9-acetyl]glycinate

benzyl N-(2-azidoethyl)-N-[4-N-(benzhydryloxycarbonyl)cytosine-1-acetyl]glycinate

benzyl N-(2-azidoethyl)-N-[6-N-(benzhydryloxycarbonyl)adenine-9-acetyl]glycinate

Refernces

• 1、 Debaene, Francois,Winssinger, Nicolas. "Azidopeptide Nucleic Acid. An Alternative Strategy for Solid-Phase Peptide Nucleic Acid (PNA) Synthesis". . p. 4445 - 4447. Retrieved 2007/10/03.