N-allyl-6-benzyloxy-4-hexynamide

Base Information

• Chemical Name: N-allyl-6-benzyloxy-4-hexynamide
• CAS No.: 1289154-42-2
• Molecular Formula: C₁₆H₁₉NO₂
• Molecular Weight: 257.332
• Mol file: 1289154-42-2.mol

Synonyms:

Chemical Property of N-allyl-6-benzyloxy-4-hexynamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-allyl-6-benzyloxy-4-hexynamide

There total 4 articles about N-allyl-6-benzyloxy-4-hexynamide 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:

C13H14O3 + 1-amino-2-propene (107-11-9,30551-89-4) → N-allyl-6-benzyloxy-4-hexynamide (1289154-42-2)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; Cooling with ice; Inert atmosphere;

DOI:10.1039/c0cc05646d

Reference yield:

ethyl 6-benzyloxy-2,2-diethoxycarbonyl-hex-4-ynoate (1289154-37-5) → N-allyl-6-benzyloxy-4-hexynamide (1289154-42-2)

Guidance literature:

Multi-step reaction with 3 steps

1: water; lithium chloride / dimethyl sulfoxide / 2 h / 170 °C / Inert atmosphere

2: potassium hydroxide / 1,4-dioxane / 1 h / 40 °C / Inert atmosphere

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / Cooling with ice; Inert atmosphere

With water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium chloride; potassium hydroxide; In 1,4-dioxane; dichloromethane; dimethyl sulfoxide; 1: Krapcho decarboalkoxylation;

DOI:10.1039/c0cc05646d

Reference yield:

4-(benzyloxy)but-2-yn-1-yl4-methylbenzenesulfonate (209348-46-9) → N-allyl-6-benzyloxy-4-hexynamide (1289154-42-2)

Guidance literature:

Multi-step reaction with 4 steps

1: tetra-(n-butyl)ammonium iodide / toluene / 2 h / 80 °C / Inert atmosphere

2: water; lithium chloride / dimethyl sulfoxide / 2 h / 170 °C / Inert atmosphere

3: potassium hydroxide / 1,4-dioxane / 1 h / 40 °C / Inert atmosphere

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / Cooling with ice; Inert atmosphere

With water; tetra-(n-butyl)ammonium iodide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium chloride; potassium hydroxide; In 1,4-dioxane; dichloromethane; dimethyl sulfoxide; toluene; 2: Krapcho decarboalkoxylation;

DOI:10.1039/c0cc05646d

upstream raw materials:

4-(benzyloxy)but-2-yn-1-yl4-methylbenzenesulfonate

ethyl 6-benzyloxyhex-4-ynoate

1-amino-2-propene

ethyl 6-benzyloxy-2,2-diethoxycarbonyl-hex-4-ynoate