N-(tert-butoxycarbonyl)-2-[2-(3-butynyl-1-oxy)-5-methoxyphenyl]ethylamine

Base Information

• Chemical Name: N-(tert-butoxycarbonyl)-2-[2-(3-butynyl-1-oxy)-5-methoxyphenyl]ethylamine
• CAS No.: 939985-84-9
• Molecular Formula: C₁₈H₂₅NO₄
• Molecular Weight: 319.401
• Mol file: 939985-84-9.mol

Synonyms:N-(tert-butoxycarbonyl)-2-[2-(3-butynyl-1-oxy)-5-methoxyphenyl]ethylamine

Chemical Property of N-(tert-butoxycarbonyl)-2-[2-(3-butynyl-1-oxy)-5-methoxyphenyl]ethylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(tert-butoxycarbonyl)-2-[2-(3-butynyl-1-oxy)-5-methoxyphenyl]ethylamine

There total 6 articles about N-(tert-butoxycarbonyl)-2-[2-(3-butynyl-1-oxy)-5-methoxyphenyl]ethylamine 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: 70.0%

tert-butyl N-[2-(2-hydroxy-5-methoxyphenyl)ethyl]-carbamate (939985-83-8) + 3-butyn-1-yl p-toluenesulfonate (23418-85-1) → N-(tert-butoxycarbonyl)-2-[2-(3-butynyl-1-oxy)-5-methoxyphenyl]ethylamine (939985-84-9)

Guidance literature:

With potassium carbonate; In acetonitrile; for 120h; Heating;

DOI:10.1016/j.bmcl.2007.01.107

Reference yield:

2-hydroxy-5-methoxybenzaldehyde (672-13-9) → N-(tert-butoxycarbonyl)-2-[2-(3-butynyl-1-oxy)-5-methoxyphenyl]ethylamine (939985-84-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 95 percent / K₂CO₃ / ethanol / 16 h / Heating

2: 75 percent / NH₄OAc / 14 h / 70 °C

3: LiAlH₄ / tetrahydrofuran / 4 h / Heating

4: triethylamine / acetonitrile / 20 °C

5: 66 percent / H₂ / Pd/C / ethanol / 5 h / 20 °C

6: 70 percent / K₂CO₃ / acetonitrile / 120 h / Heating

With lithium aluminium tetrahydride; ammonium acetate; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; acetonitrile;

DOI:10.1016/j.bmcl.2007.01.107

Reference yield:

N-(tert-butoxycarbonyl)-2-(2-benzyloxy-5-methoxyphenyl)ethylamine (939985-82-7) → N-(tert-butoxycarbonyl)-2-[2-(3-butynyl-1-oxy)-5-methoxyphenyl]ethylamine (939985-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / H₂ / Pd/C / ethanol / 5 h / 20 °C

2: 70 percent / K₂CO₃ / acetonitrile / 120 h / Heating

With hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; acetonitrile;

DOI:10.1016/j.bmcl.2007.01.107

upstream raw materials:

tert-butyl N-[2-(2-hydroxy-5-methoxyphenyl)ethyl]-carbamate

3-butyn-1-yl p-toluenesulfonate

2-hydroxy-5-methoxybenzaldehyde

N-(tert-butoxycarbonyl)-2-(2-benzyloxy-5-methoxyphenyl)ethylamine

Downstream raw materials:

5-{4-[2-(2-(tert-butoxycarbonylamino)ethyl)-4-methoxyphenoxy]but-1-ynyl}-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxyuridine

5-{4-[(2-((5-bromo-2-pyridinyl)aminothiocarbonylamino)-ethyl)-4-methoxyphenoxy]but-1-ynyl}-5'-O-benzoyl-2',3'-didehydro-2',3'-dideoxyuridine