[2-(3-acetyl-benzyl)-oxazol-4-yl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[2-(3-acetyl-benzyl)-oxazol-4-yl]-carbamic acid tert-butyl ester
CAS No.:1258459-25-4
Molecular Formula:C₁₇H₂₀N₂O₄
Molecular Weight:316.357
Hs Code.:

Synonyms:[2-(3-acetyl-benzyl)-oxazol-4-yl]-carbamic acid tert-butyl ester

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Chemical Property of [2-(3-acetyl-benzyl)-oxazol-4-yl]-carbamic acid tert-butyl ester

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Technology Process of [2-(3-acetyl-benzyl)-oxazol-4-yl]-carbamic acid tert-butyl ester

There total 11 articles about [2-(3-acetyl-benzyl)-oxazol-4-yl]-carbamic acid tert-butyl ester 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:

: 1258459-22-1
2-(3-acetyl-benzyl)-oxazole-4-carbonyl azide

: 75-65-0
tert-butyl alcohol

: 1258459-25-4
[2-(3-acetyl-benzyl)-oxazol-4-yl]-carbamic acid tert-butyl ester

Guidance literature:: 2-(3-acetyl-benzyl)-oxazole-4-carbonyl azide; In xylene; at 140 ℃; for 0.0833333h; Inert atmosphere;

tert-butyl alcohol; In xylene; at 140 ℃; for 0.0833333h; Inert atmosphere;

Reference yield:

: 2142-63-4
1-(3-Bromophenyl)ethanone

: 1258459-25-4
[2-(3-acetyl-benzyl)-oxazol-4-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: lithium tetrafluoroborate / ethylene glycol / 3.5 h / 95 °C / Inert atmosphere

2.1: potassium phosphate monohydrate / palladium diacetate; di-tert-butyl (2'-methyl-[1,1'-biphenyl]-2-yl)phosphine / toluene / 6 h / 90 - 100 °C / Inert atmosphere

3.1: sodium hydroxide; water / tetrahydrofuran / 20 °C / Inert atmosphere

3.2: pH 5 - 6

4.1: dmap; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

5.1: methoxycarbonylsulfamoyl-triethylammmonium hydroxide / tetrahydrofuran / 1.42 h / 0 °C / Inert atmosphere; Reflux

6.1: copper(ll) bromide; hexamethylenetetramine; 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.75 h / 20 °C / Inert atmosphere

7.1: hydrogenchloride; water / tetrahydrofuran / 20 °C / Inert atmosphere

8.1: sodium hydroxide; water / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

9.1: oxalyl dichloride / N,N-dimethyl-formamide / toluene / 1 h / 20 °C / Inert atmosphere

10.1: sodium azide / water; acetone / 1 h / 0 °C / Inert atmosphere

11.1: xylene / 0.08 h / 140 °C / Inert atmosphere

11.2: 0.08 h / 140 °C / Inert atmosphere

With hydrogenchloride; dmap; lithium tetrafluoroborate; sodium azide; potassium phosphate monohydrate; methoxycarbonylsulfamoyl-triethylammmonium hydroxide; oxalyl dichloride; hexamethylenetetramine; water; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; copper(ll) bromide; palladium diacetate; N,N-dimethyl-formamide; di-tert-butyl (2'-methyl-[1,1'-biphenyl]-2-yl)phosphine; In tetrahydrofuran; dichloromethane; water; ethylene glycol; acetone; toluene; xylene; 11.1: Curtius Rearrangement;

Reference yield:

: 39172-32-2
2-(3-bromophenyl)-2-methyl-[1,3]dioxolane

: 1258459-25-4
[2-(3-acetyl-benzyl)-oxazol-4-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: potassium phosphate monohydrate / palladium diacetate; di-tert-butyl (2'-methyl-[1,1'-biphenyl]-2-yl)phosphine / toluene / 6 h / 90 - 100 °C / Inert atmosphere

2.1: sodium hydroxide; water / tetrahydrofuran / 20 °C / Inert atmosphere

2.2: pH 5 - 6

3.1: dmap; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: methoxycarbonylsulfamoyl-triethylammmonium hydroxide / tetrahydrofuran / 1.42 h / 0 °C / Inert atmosphere; Reflux

5.1: copper(ll) bromide; hexamethylenetetramine; 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.75 h / 20 °C / Inert atmosphere

6.1: hydrogenchloride; water / tetrahydrofuran / 20 °C / Inert atmosphere

7.1: sodium hydroxide; water / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

8.1: oxalyl dichloride / N,N-dimethyl-formamide / toluene / 1 h / 20 °C / Inert atmosphere

9.1: sodium azide / water; acetone / 1 h / 0 °C / Inert atmosphere

10.1: xylene / 0.08 h / 140 °C / Inert atmosphere

10.2: 0.08 h / 140 °C / Inert atmosphere

With hydrogenchloride; dmap; sodium azide; potassium phosphate monohydrate; methoxycarbonylsulfamoyl-triethylammmonium hydroxide; oxalyl dichloride; hexamethylenetetramine; water; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; copper(ll) bromide; palladium diacetate; N,N-dimethyl-formamide; di-tert-butyl (2'-methyl-[1,1'-biphenyl]-2-yl)phosphine; In tetrahydrofuran; dichloromethane; water; acetone; toluene; xylene; 10.1: Curtius Rearrangement;