Ethyl 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]acetate

Base Information

• Chemical Name: Ethyl 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]acetate
• CAS No.: 118988-06-0
• Molecular Formula: C10H19N3O5
• Molecular Weight: 261.278
• DSSTox Substance ID: DTXSID00556774
• Wikidata: Q82438459
• Mol file: 118988-06-0.mol

Synonyms:118988-06-0;ethyl 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]acetate;Acetic acid, [2-[2-(2-azidoethoxy)ethoxy]ethoxy]-, ethyl ester;ETHYL 2-{2-[2-(2-AZIDOETHOXY)ETHOXY]ETHOXY}ACETATE;DTXSID00556774;BGSOWGLQPACHPR-UHFFFAOYSA-N;EN300-26977262;Ethyl {2-[2-(2-azidoethoxy)ethoxy]ethoxy}acetate;{2-[2-(2-Azido-ethoxy)-ethoxy]-ethoxy}-acetic acid ethyl ester

Chemical Property of Ethyl 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]acetate

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 13
• Exact Mass: 261.13247072
• Heavy Atom Count: 18
• Complexity: 256

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)COCCOCCOCCN=[N+]=[N-]

Technology Process of Ethyl 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]acetate

There total 1 articles about Ethyl 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]acetate 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: 80.0%

diazoacetic acid ethyl ester (623-73-4) + 2-[2-(2-azidoethoxy)ethoxy]ethanol (86520-52-7) → ethyl 2-<2-<2-(azidoethoxy)ethoxy>ethoxy>acetate (118988-06-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 6h; Ambient temperature;

DOI:10.1039/cc9960000201

Reference yield: 96.0%

ethyl 2-<2-<2-(azidoethoxy)ethoxy>ethoxy>acetate (118988-06-0) → 11-azido-3,6,9-trioxaundecanoic acid (172531-37-2)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 6h;

DOI:10.1021/ma049017i

Reference yield:

ethyl 2-<2-<2-(azidoethoxy)ethoxy>ethoxy>acetate (118988-06-0) → C46H63N3O26 (176167-91-2)

Guidance literature:

Multi-step reaction with 6 steps

1: aq. KOH / ethanol / 6 h / Heating

2: 90 percent / DCC / CH₂Cl₂ / 1 h / Ambient temperature

3: H₂ / 10percent Pd/C / methanol / 1 h

4: 65 percent / DIPEA / acetonitrile / 3 h / Ambient temperature

5: 85 percent / DCC / CH₂Cl₂ / 3 h / Ambient temperature

6: 94 percent / TFA / CH₂Cl₂ / 3 h / Ambient temperature

With potassium hydroxide; hydrogen; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetonitrile;

DOI:10.1039/cc9960000201

upstream raw materials:

diazoacetic acid ethyl ester

2-[2-(2-azidoethoxy)ethoxy]ethanol

Downstream raw materials:

11-azido-3,6,9-trioxaundecanoic acid

2-[2-(2-{2-[2-(5-dimethylamino-naphthalene-1-sulfonylamino)-ethoxy]-ethoxy}-ethoxy)-acetyl]-(S)-alanine-N⁶-tert-butyloxycarbonyl-(S)-lysyl-(S)-leucyl-(S)-valyl-(S)-phenylalanyl-(S)-phenylalanine methyl ester

2-<2-<2-(aminoethoxy)ethoxy>ethoxy>acetic acid

C₄₆H₆₃N₃O₂₆

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