(S)-2-(biphenyl-4-yl)-N-{4-(tert-butyldimethylsilanyloxy)-2-[2-(2,2-dimethyl-5-oxo[1,3]dioxolan-4-yl)acetyl]phenyl}acetamide

Base Information

• Chemical Name: (S)-2-(biphenyl-4-yl)-N-{4-(tert-butyldimethylsilanyloxy)-2-[2-(2,2-dimethyl-5-oxo[1,3]dioxolan-4-yl)acetyl]phenyl}acetamide
• CAS No.: 929006-17-7
• Molecular Formula: C₃₃H₃₉NO₆Si
• Molecular Weight: 573.761
• Mol file: 929006-17-7.mol

Synonyms:

Chemical Property of (S)-2-(biphenyl-4-yl)-N-{4-(tert-butyldimethylsilanyloxy)-2-[2-(2,2-dimethyl-5-oxo[1,3]dioxolan-4-yl)acetyl]phenyl}acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(biphenyl-4-yl)-N-{4-(tert-butyldimethylsilanyloxy)-2-[2-(2,2-dimethyl-5-oxo[1,3]dioxolan-4-yl)acetyl]phenyl}acetamide

There total 3 articles about (S)-2-(biphenyl-4-yl)-N-{4-(tert-butyldimethylsilanyloxy)-2-[2-(2,2-dimethyl-5-oxo[1,3]dioxolan-4-yl)acetyl]phenyl}acetamide 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:

(S)-{2-[2-amino-5-(tert-butyldimethylsilanyloxy)phenyl]-2-oxoethyl}-2,2-dimethyl[1,3]dioxolan-4-one (929006-14-4) + biphenyl-4-yl-acetyl chloride (39889-69-5) → (S)-2-(biphenyl-4-yl)-N-{4-(tert-butyldimethylsilanyloxy)-2-[2-(2,2-dimethyl-5-oxo[1,3]dioxolan-4-yl)acetyl]phenyl}acetamide (929006-17-7)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmc.2006.12.021

Reference yield:

(S)-{4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-yl)-acetyl]-phenyl}-carbamic acid tert-butyl ester (229032-21-7) → (S)-2-(biphenyl-4-yl)-N-{4-(tert-butyldimethylsilanyloxy)-2-[2-(2,2-dimethyl-5-oxo[1,3]dioxolan-4-yl)acetyl]phenyl}acetamide (929006-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / TFA; anisole / acetone / 9 h / 20 °C

2: pyridine / CH₂Cl₂ / 20 °C

With pyridine; methoxybenzene; trifluoroacetic acid; In dichloromethane; acetone;

DOI:10.1016/j.bmc.2006.12.021

Reference yield:

(4-biphenylyl)acetic acid (5728-52-9) → (S)-2-(biphenyl-4-yl)-N-{4-(tert-butyldimethylsilanyloxy)-2-[2-(2,2-dimethyl-5-oxo[1,3]dioxolan-4-yl)acetyl]phenyl}acetamide (929006-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / CH₂Cl₂; dimethylformamide

2: pyridine / CH₂Cl₂ / 20 °C

With pyridine; oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2006.12.021

upstream raw materials:

(S)-{2-[2-amino-5-(tert-butyldimethylsilanyloxy)phenyl]-2-oxoethyl}-2,2-dimethyl[1,3]dioxolan-4-one

biphenyl-4-yl-acetyl chloride

(S)-{4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-yl)-acetyl]-phenyl}-carbamic acid tert-butyl ester

(4-biphenylyl)acetic acid

Downstream raw materials:

(S)-2-(biphenyl-4-yl)-N-{2-[2-(2,2-dimethyl-5-oxo[1,3]dioxolan-4-yl)acetyl]-4-hydroxyphenyl}acetamide