but-2-enoic acid (1-butyl-4-{2-[(tert-butyldimethylsilanyl)-ethynyl]-phenyl}-4-hydroxybut-2-ynyl)-amide

Base Information

• Chemical Name: but-2-enoic acid (1-butyl-4-{2-[(tert-butyldimethylsilanyl)-ethynyl]-phenyl}-4-hydroxybut-2-ynyl)-amide
• CAS No.: 777060-87-4
• Molecular Formula: C₂₆H₃₇NO₂Si
• Molecular Weight: 423.671
• Mol file: 777060-87-4.mol

Synonyms:but-2-enoic acid (1-butyl-4-{2-[(tert-butyldimethylsilanyl)-ethynyl]-phenyl}-4-hydroxybut-2-ynyl)-amide

Chemical Property of but-2-enoic acid (1-butyl-4-{2-[(tert-butyldimethylsilanyl)-ethynyl]-phenyl}-4-hydroxybut-2-ynyl)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of but-2-enoic acid (1-butyl-4-{2-[(tert-butyldimethylsilanyl)-ethynyl]-phenyl}-4-hydroxybut-2-ynyl)-amide

There total 9 articles about but-2-enoic acid (1-butyl-4-{2-[(tert-butyldimethylsilanyl)-ethynyl]-phenyl}-4-hydroxybut-2-ynyl)-amide 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:

but-2-enoic acid (1-butylprop-2-ynyl)-amide (777060-85-2) + 2-[(tert-butyldimethylsilanyl)-ethynyl]-benzaldehyde (777060-86-3) → but-2-enoic acid (1-butyl-4-{2-[(tert-butyldimethylsilanyl)-ethynyl]-phenyl}-4-hydroxybut-2-ynyl)-amide (777060-87-4)

Guidance literature:

but-2-enoic acid (1-butylprop-2-ynyl)-amide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

2-[(tert-butyldimethylsilanyl)-ethynyl]-benzaldehyde; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 3h;

DOI:10.1021/ol0485058

Reference yield:

pentanal (110-62-3) → but-2-enoic acid (1-butyl-4-{2-[(tert-butyldimethylsilanyl)-ethynyl]-phenyl}-4-hydroxybut-2-ynyl)-amide (777060-87-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: 81 percent / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

2.1: triethylamine / CH₂Cl₂ / 20 h / 20 °C

3.1: 6.34 g / NaN₃ / dimethylformamide / 15 h / 20 °C

4.1: 78 percent / SnCl₂ / methanol / 14 h / 20 °C

5.1: triethylamine / CH₂Cl₂ / 0 - 20 °C

6.1: sodium methoxide / methanol / 2 h

7.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

7.2: 0.0830 g / tetrahydrofuran; hexane / 3 h / -78 - 0 °C

With n-butyllithium; sodium azide; sodium methylate; triethylamine; tin(ll) chloride; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol0485058

Reference yield:

(tert-butyldimethylsilyl)acetylene (86318-61-8) → but-2-enoic acid (1-butyl-4-{2-[(tert-butyldimethylsilanyl)-ethynyl]-phenyl}-4-hydroxybut-2-ynyl)-amide (777060-87-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 96 percent / PdCl₂(PPh₃)2; CuI; triethylamine / 24 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

2.2: 0.0830 g / tetrahydrofuran; hexane / 3 h / -78 - 0 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; triethylamine; In tetrahydrofuran; hexane;

DOI:10.1021/ol0485058

upstream raw materials:

but-2-enoic acid (1-butylprop-2-ynyl)-amide

2-[(tert-butyldimethylsilanyl)-ethynyl]-benzaldehyde

pentanal

(tert-butyldimethylsilyl)acetylene