N-{2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-hydroxy-ethyl}-4-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-butyramide

Base Information

• Chemical Name: N-{2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-hydroxy-ethyl}-4-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-butyramide
• CAS No.: 459867-17-5
• Molecular Formula: C₃₆H₆₃NO₅Si₃
• Molecular Weight: 674.156
• Mol file: 459867-17-5.mol

Synonyms:N-{2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-hydroxy-ethyl}-4-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-butyramide

Chemical Property of N-{2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-hydroxy-ethyl}-4-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-butyramide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-hydroxy-ethyl}-4-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-butyramide

There total 6 articles about N-{2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-hydroxy-ethyl}-4-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-butyramide 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: 75.0%

(R)-(-)-1-(3,4-di(t-butyldimethylsiloxy)phenyl)-2-aminoethanol (205587-46-8) + 4-(4-((tert-butyldimethylsilyl)oxy)phenyl)butanoic acid (359803-93-3) → N-{2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-hydroxy-ethyl}-4-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-butyramide (459867-17-5)

Guidance literature:

4-(4-((tert-butyldimethylsilyl)oxy)phenyl)butanoic acid; With N-ethyl-N,N-diisopropylamine; chlorophosphoric acid diphenyl ester; In dichloromethane; for 2h;

(R)-(-)-1-(3,4-di(t-butyldimethylsiloxy)phenyl)-2-aminoethanol; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - 20 ℃; for 1h; Further stages.;

DOI:10.1021/ol020077n

Reference yield:

3,4-bis(tert-butyldimethylsilanyloxy)benzaldehyde (99815-16-4) → N-{2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-hydroxy-ethyl}-4-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-butyramide (459867-17-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 2,6-bis((2R-(dinaphthyl(OH)C)pyrrolidino)Me)-4-MePheOH; Et₂Zn / tetrahydrofuran / 24 h / -35 °C

2.1: 99 percent / H₂ / Pd/C / methanol / 3 h

3.1: diphenyl chlorophosphate; diisopropylethylamine / CH₂Cl₂ / 2 h

3.2: 75 percent / diisopropylethylamine / CH₂Cl₂ / 1 h / -78 - 20 °C

With hydrogen; N-ethyl-N,N-diisopropylamine; chlorophosphoric acid diphenyl ester; palladium on activated charcoal; 2,6-bis((2R-(dinaphthyl(OH)C)pyrrolidino)Me)-4-MePheOH; diethylzinc; In tetrahydrofuran; methanol; dichloromethane; 1.1: Henry reaction;

DOI:10.1021/ol020077n

Reference yield:

(R)-1-(3,4-di(t-butyldimethylsiloxy)phenyl)-2-nitroethanol (205587-34-4) → N-{2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-hydroxy-ethyl}-4-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-butyramide (459867-17-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 99 percent / H₂ / Pd/C / methanol / 3 h

2.1: diphenyl chlorophosphate; diisopropylethylamine / CH₂Cl₂ / 2 h

2.2: 75 percent / diisopropylethylamine / CH₂Cl₂ / 1 h / -78 - 20 °C

With hydrogen; N-ethyl-N,N-diisopropylamine; chlorophosphoric acid diphenyl ester; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/ol020077n

upstream raw materials:

(R)-(-)-1-(3,4-di(t-butyldimethylsiloxy)phenyl)-2-aminoethanol

4-(4-((tert-butyldimethylsilyl)oxy)phenyl)butanoic acid

(4-but-3-enyl-phenoxy)-tert-butyl-dimethyl-silane

4-(4-((tert-butyldimethylsilyl)oxy)phenyl)butan-1-ol

Downstream raw materials:

Arbutamine

1-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-{4-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-butylamino}-ethanol