(3S)-3-ethoxy-3-(4-{[4-(trifluoromethyl)benzyl]oxy}phenyl)propanoic acid

Base Information

• Chemical Name: (3S)-3-ethoxy-3-(4-{[4-(trifluoromethyl)benzyl]oxy}phenyl)propanoic acid
• CAS No.: 1202575-65-2
• Molecular Formula: C₁₉H₁₉F₃O₄
• Molecular Weight: 368.353
• Mol file: 1202575-65-2.mol

Synonyms:(3S)-3-ethoxy-3-(4-{[4-(trifluoromethyl)benzyl]oxy}phenyl)propanoic acid

Chemical Property of (3S)-3-ethoxy-3-(4-{[4-(trifluoromethyl)benzyl]oxy}phenyl)propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-3-ethoxy-3-(4-{[4-(trifluoromethyl)benzyl]oxy}phenyl)propanoic acid

There total 12 articles about (3S)-3-ethoxy-3-(4-{[4-(trifluoromethyl)benzyl]oxy}phenyl)propanoic 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: 88.0%

C19H21F3O3 → (3S)-3-ethoxy-3-(4-{[4-(trifluoromethyl)benzyl]oxy}phenyl)propanoic acid (1202575-65-2)

Guidance literature:

With sodium hypochlorite; sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In aq. phosphate buffer; acetonitrile; at 0 - 10 ℃; for 2h; pH=6.8;

DOI:10.1016/j.bmc.2015.07.028

Reference yield: 88.0%

4-(trifluoromethyl)benzylic alcohol (349-95-1) + methyl (3S)-3-ethoxy-3-(4-hydroxyphenyl)propanoate (1202577-56-7) → (3S)-3-ethoxy-3-(4-{[4-(trifluoromethyl)benzyl]oxy}phenyl)propanoic acid (1202575-65-2)

Guidance literature:

4-(trifluoromethyl)benzylic alcohol; methyl (3S)-3-ethoxy-3-(4-hydroxyphenyl)propanoate; With diethylazodicarboxylate; In tetrahydrofuran; toluene; at 20 ℃; for 2h; Inert atmosphere;

With water; sodium hydroxide; In tetrahydrofuran; ethanol; at 20 ℃; for 5h;

With hydrogenchloride; In tetrahydrofuran; ethanol; water;

Reference yield:

methyl 3-[4-(tert-butyldimethylsilyloxybenzyl)phenyl]-3-oxopropanoate (501334-19-6) → (3S)-3-ethoxy-3-(4-{[4-(trifluoromethyl)benzyl]oxy}phenyl)propanoic acid (1202575-65-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine; formic acid / Noyori's catalyst / 0 - 35 °C / Inert atmosphere

2.1: silver(l) oxide / toluene / 20 - 110 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 °C

4.1: diethylazodicarboxylate / toluene; tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

4.2: 5 h / 20 °C

With formic acid; tetrabutyl ammonium fluoride; triethylamine; silver(l) oxide; diethylazodicarboxylate; Noyori's catalyst; In tetrahydrofuran; toluene;

upstream raw materials:

4-(trifluoromethyl)benzylic alcohol

methyl (3S)-3-ethoxy-3-(4-hydroxyphenyl)propanoate

methyl 3-[4-(tert-butyldimethylsilyloxybenzyl)phenyl]-3-oxopropanoate

Methyl (3S)-3-[4-(tert-butyldimethylsilyloxy)phenyl]-3-hydroxypropionate