N-(3-azido-1-phenylpropyl)-2-hydroxyiminoacetamide

Base Information

• Chemical Name: N-(3-azido-1-phenylpropyl)-2-hydroxyiminoacetamide
• CAS No.: 1620488-63-2
• Molecular Formula: C₁₁H₁₃N₅O₂
• Molecular Weight: 247.257
• Mol file: 1620488-63-2.mol

Synonyms:N-(3-azido-1-phenylpropyl)-2-hydroxyiminoacetamide

Chemical Property of N-(3-azido-1-phenylpropyl)-2-hydroxyiminoacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-azido-1-phenylpropyl)-2-hydroxyiminoacetamide

There total 9 articles about N-(3-azido-1-phenylpropyl)-2-hydroxyiminoacetamide 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: 92.0%

C15H21N5O4 (1620488-67-6) → N-(3-azido-1-phenylpropyl)-2-hydroxyiminoacetamide (1620488-63-2)

Guidance literature:

With zinc dibromide; In methanol; dichloromethane; at 35 ℃;

DOI:10.1016/j.tetlet.2014.06.027

Reference yield: 9.0%

ethyl 2-(hydroxyimino)acetate (31767-14-3,31767-15-4,37858-07-4) + 3-azido-1-phenylpropylamine (1620488-61-0) → N-(3-azido-1-phenylpropyl)-2-hydroxyiminoacetamide (1620488-63-2)

Guidance literature:

With Candida antarctica lipase B; In tert-butyl methyl ether; at 30 ℃; for 24h; Temperature; Solvent; Reagent/catalyst; Enzymatic reaction;

DOI:10.1016/j.tetlet.2014.06.027

Reference yield:

1-(phenyl)allylamine (4393-21-9) → N-(3-azido-1-phenylpropyl)-2-hydroxyiminoacetamide (1620488-63-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: triethylamine / tetrahydrofuran

2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran

3.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 20 °C

3.2: 80 °C

4.1: trifluoroacetic acid / dichloromethane / 20 °C

5.1: Candida antarctica lipase B / tert-butyl methyl ether / 24 h / 30 °C / Enzymatic reaction

With Candida antarctica lipase B; diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 9-bora-bicyclo[3.3.1]nonane; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; toluene;

DOI:10.1016/j.tetlet.2014.06.027

upstream raw materials:

C₆H₁₁NO₅*C₉H₁₂N₄

1-(phenyl)allylamine

3-azido-1-phenylpropylamine

ethyl 2-(hydroxyimino)acetate

Refernces

• 1、 Kne?evi?, Anamarija,Vinkovi?, Vladimir,Marakovi?, Nikola,?inko, Goran. "Enzyme-catalyzed cascade synthesis of hydroxyiminoacetamides". . p. 4338 - 4341. Retrieved 2014/07/22.