3-[4'-tert-butyldimethylsilyloxy-3',5'-bis(tert-butyldimethylsilyloxymethyl)]propionic acid

Base Information

• Chemical Name: 3-[4'-tert-butyldimethylsilyloxy-3',5'-bis(tert-butyldimethylsilyloxymethyl)]propionic acid
• CAS No.: 636604-47-2
• Molecular Formula: C₂₉H₅₆O₅Si₃
• Molecular Weight: 569.017
• Mol file: 636604-47-2.mol

Synonyms:3-[4'-tert-butyldimethylsilyloxy-3',5'-bis(tert-butyldimethylsilyloxymethyl)]propionic acid

Chemical Property of 3-[4'-tert-butyldimethylsilyloxy-3',5'-bis(tert-butyldimethylsilyloxymethyl)]propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[4'-tert-butyldimethylsilyloxy-3',5'-bis(tert-butyldimethylsilyloxymethyl)]propionic acid

There total 1 articles about 3-[4'-tert-butyldimethylsilyloxy-3',5'-bis(tert-butyldimethylsilyloxymethyl)]propionic acid 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:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-hydroxyphenylpropionic acid (501-97-3) + tert-butyldimethylsilyl chloride (18162-48-6) → 3-[4'-tert-butyldimethylsilyloxy-3',5'-bis(tert-butyldimethylsilyloxymethyl)]propionic acid (636604-47-2)

Guidance literature:

formaldehyd; 4-hydroxyphenylpropionic acid; With sodium hydroxide; at 55 ℃; for 17h; pH=11;

tert-butyldimethylsilyl chloride; With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 17h;

DOI:10.1021/ja036943o

Reference yield: 94.0%

acetic anhydride (108-24-7) + 3-[4'-tert-butyldimethylsilyloxy-3',5'-bis(tert-butyldimethylsilyloxymethyl)]propionic acid (636604-47-2) → 3-[4'-tert-butyldimethylsilyloxy-3',5'-bis(acetoxymethyl)phenyl]propionic acid (636604-49-4)

Guidance literature:

With iron(III) chloride; at 0 ℃; for 0.5h;

DOI:10.1021/ja036943o

Reference yield:

3-[4'-tert-butyldimethylsilyloxy-3',5'-bis(tert-butyldimethylsilyloxymethyl)]propionic acid (636604-47-2) → 3-(4'-tert-butyldimethylsilyloxy-3',5'-bis(acetoxymethyl)phenyl)propionamide

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / FeCl₃ / 0.5 h / 0 °C

2: 66 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / dimethylformamide / 20 h / 4 °C

3: 21 percent / aq. NH₃ / acetonitrile / 0.08 h / 20 °C / pH 12

With ammonium hydroxide; iron(III) chloride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ja036943o

upstream raw materials:

formaldehyd

4-hydroxyphenylpropionic acid

tert-butyldimethylsilyl chloride

Downstream raw materials:

3-[4'-tert-butyldimethylsilyloxy-3',5'-bis(acetoxymethyl)phenyl]propionic acid

N-succinimidyl-3-(4'-tert-butyldimethylsilyloxy-3',5'-bis(acetoxymethyl)phenyl)propionate