N-[2-(2-aminooxyacetylamino)-ethyl]-N-tert-butoxycarbonyl-3-azido-4-fluorobenzamide

Base Information

Chemical Name:N-[2-(2-aminooxyacetylamino)-ethyl]-N-tert-butoxycarbonyl-3-azido-4-fluorobenzamide
CAS No.:934611-66-2
Molecular Formula:C₁₆H₂₁FN₆O₅
Molecular Weight:396.378
Hs Code.:

Synonyms:N-[2-(2-aminooxyacetylamino)-ethyl]-N-tert-butoxycarbonyl-3-azido-4-fluorobenzamide

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Chemical Property of N-[2-(2-aminooxyacetylamino)-ethyl]-N-tert-butoxycarbonyl-3-azido-4-fluorobenzamide

Chemical Property:

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Technology Process of N-[2-(2-aminooxyacetylamino)-ethyl]-N-tert-butoxycarbonyl-3-azido-4-fluorobenzamide

There total 7 articles about N-[2-(2-aminooxyacetylamino)-ethyl]-N-tert-butoxycarbonyl-3-azido-4-fluorobenzamide 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: 69.0%

: 934611-71-9
N-(2-aminoethyl)-3-azido-4-fluorobenzamide

: 42989-85-5
[({[(2-methyl-2-propanyl)oxy]carbonyl}amino)oxy]acetic acid

: 934611-66-2
N-[2-(2-aminooxyacetylamino)-ethyl]-N-tert-butoxycarbonyl-3-azido-4-fluorobenzamide

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; at 20 ℃;
DOI:10.1016/j.tet.2007.01.047

Reference yield:

: 451-46-7
4-fluorobenzoic acid ethyl ester

: 934611-66-2
N-[2-(2-aminooxyacetylamino)-ethyl]-N-tert-butoxycarbonyl-3-azido-4-fluorobenzamide

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / aq. HNO₃; H₂SO₄ / 0.75 h / 0 °C

2: 93 percent / hydrogen / Pd/C / ethanol / 23 h / 20 °C

3: 94 percent / sodium nitrite; NaN₃ / trifluoroacetic acid / 0.17 h / 0 °C

4: 97 percent / KOH; ethanol / diethyl ether / 0.25 h / 0 °C

5: 84 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 4.5 h / 20 °C

6: 94 percent / methanol / 0.12 h / 0 °C

7: 69 percent / 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride / CH₂Cl₂; tetrahydrofuran / 20 °C

With potassium hydroxide; sodium azide; ethanol; sulfuric acid; hydrogen; nitric acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; trifluoroacetic acid;
DOI:10.1016/j.tet.2007.01.047

Reference yield:

: 367-80-6
ethyl 4-fluoro-3-nitrobenzoate

: 934611-66-2
N-[2-(2-aminooxyacetylamino)-ethyl]-N-tert-butoxycarbonyl-3-azido-4-fluorobenzamide

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / hydrogen / Pd/C / ethanol / 23 h / 20 °C

2: 94 percent / sodium nitrite; NaN₃ / trifluoroacetic acid / 0.17 h / 0 °C

3: 97 percent / KOH; ethanol / diethyl ether / 0.25 h / 0 °C

4: 84 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 4.5 h / 20 °C

5: 94 percent / methanol / 0.12 h / 0 °C

6: 69 percent / 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride / CH₂Cl₂; tetrahydrofuran / 20 °C

With potassium hydroxide; sodium azide; ethanol; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; trifluoroacetic acid;
DOI:10.1016/j.tet.2007.01.047