ethyl (S)-3-(4-benzyloxyphenyl)-2-(4-tert-butylphenoxy)propionate

Base Information

• Chemical Name: ethyl (S)-3-(4-benzyloxyphenyl)-2-(4-tert-butylphenoxy)propionate
• CAS No.: 482656-48-4
• Molecular Formula: C₂₈H₃₂O₄
• Molecular Weight: 432.56
• Mol file: 482656-48-4.mol

Synonyms:ethyl (S)-3-(4-benzyloxyphenyl)-2-(4-tert-butylphenoxy)propionate

Chemical Property of ethyl (S)-3-(4-benzyloxyphenyl)-2-(4-tert-butylphenoxy)propionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (S)-3-(4-benzyloxyphenyl)-2-(4-tert-butylphenoxy)propionate

There total 10 articles about ethyl (S)-3-(4-benzyloxyphenyl)-2-(4-tert-butylphenoxy)propionate 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: 79.0%

para-tert-butylphenol (98-54-4) + ethyl (2R)-3-[4-(benzyloxy)phenyl]-2-hydroxypropanoate (482656-47-3) → ethyl (S)-3-(4-benzyloxyphenyl)-2-(4-tert-butylphenoxy)propionate (482656-48-4)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In dichloromethane; at 0 - 20 ℃; for 0.5h;

Reference yield: 20.0%

para-tert-butylphenol (98-54-4) + ethyl (2R)-3-[4-(benzyloxy)phenyl]-2-hydroxypropanoate (482656-47-3) → ethyl (S)-3-(4-benzyloxyphenyl)-2-(4-tert-butylphenoxy)propionate (482656-48-4) + (Z)-3-(4-Benzyloxy-phenyl)-2-[(S)-2-(4-benzyloxy-phenyl)-1-ethoxycarbonyl-ethoxy]-acrylic acid ethyl ester

Guidance literature:

With Ph₃P-resin; diethylazodicarboxylate; In toluene; at 0 ℃;

DOI:10.1248/cpb.50.1118

Reference yield:

2-[4-(benzyloxy)phenyl]acetaldehyde (40167-10-0) → ethyl (S)-3-(4-benzyloxyphenyl)-2-(4-tert-butylphenoxy)propionate (482656-48-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 85 percent / Bu₃P(O); Et₂AlCl; Lewis acid-Lewis base chiral ligand / CH₂Cl₂; hexane; methanol / 44 h / -40 °C

2.1: 12 N HCl / 48 h / Heating

2.2: 59 percent / H₂SO₄ / ethanol / 16 h / 20 °C

3.1: 93 percent / K₂CO₃ / dimethylformamide / 4 h / 60 °C

4.1: Ph₃P-resin; di-t-butyl azodicarboxylate / toluene / 16 h / 0 °C

With hydrogenchloride; Tributylphosphine oxide; di-tert-butyl-diazodicarboxylate; Lewis acid-Lewis base chiral ligand; Ph₃P-resin; diethylaluminium chloride; potassium carbonate; In methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 4.1: Mitsunobu reaction;

DOI:10.1248/cpb.50.1118

upstream raw materials:

para-tert-butylphenol

ethyl (2R)-3-[4-(benzyloxy)phenyl]-2-hydroxypropanoate

benzyl chloride

ethyl 2-hydroxy-3-(4-hydroxyphenyl)propionate

Downstream raw materials:

ethyl (S)-2-(4-tert-butylphenoxy)-3-(4-hydroxyphenyl)propionate

ethyl (S)-2-(4-tert-butylphenoxy)-3-[4-[2-[(4-(pyridin-2-yl)benzoyl)amino]ethoxy]phenyl]propionate

ethyl (S)-3-[4-(2-tert-butoxycarbonylaminoethoxy)phenyl]-2-(4-tert-butylphenoxy)propionate