Oxazole, 2,2'-[1-methyl-2-[4-(2-propenyloxy)phenyl]ethylidene]bis[4-(1,1-dimethyl ethyl)-4,5-dihydro-, (4S,4'S)-

Base Information

• Chemical Name: Oxazole, 2,2'-[1-methyl-2-[4-(2-propenyloxy)phenyl]ethylidene]bis[4-(1,1-dimethyl ethyl)-4,5-dihydro-, (4S,4'S)-
• CAS No.: 345269-78-5
• Molecular Formula: C26H38N2O3
• Molecular Weight: 426.599
• Mol file: 345269-78-5.mol

Synonyms:

Chemical Property of Oxazole, 2,2'-[1-methyl-2-[4-(2-propenyloxy)phenyl]ethylidene]bis[4-(1,1-dimethyl ethyl)-4,5-dihydro-, (4S,4'S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Oxazole, 2,2'-[1-methyl-2-[4-(2-propenyloxy)phenyl]ethylidene]bis[4-(1,1-dimethyl ethyl)-4,5-dihydro-, (4S,4'S)-

There total 9 articles about Oxazole, 2,2'-[1-methyl-2-[4-(2-propenyloxy)phenyl]ethylidene]bis[4-(1,1-dimethyl ethyl)-4,5-dihydro-, (4S,4'S)- 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: 80.0%

Methanesulfonic acid (S)-2-[3-(4-allyloxy-phenyl)-2-((S)-1-methanesulfonyloxymethyl-2,2-dimethyl-propylcarbamoyl)-2-methyl-propionylamino]-3,3-dimethyl-butyl ester → 2,2-bis[(4S)-4-(1,1-dimethylethyl)-1,3-oxazolin-2-yl]-1-[4-(2-propenyl)oxyphenyl]propane (345269-78-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 30 ℃; for 48h;

DOI:10.1021/jo010077l

Reference yield: 40.0%

(S,S)-2,2'-methylenebis(4-tert-butyl-2-oxazoline) (132098-54-5) + 1-(allyloxy)-4-(bromomethyl)benzene (143116-30-7) + methyl iodide (74-88-4) → 2,2-bis[(4S)-4-(1,1-dimethylethyl)-1,3-oxazolin-2-yl]-1-[4-(2-propenyl)oxyphenyl]propane (345269-78-5)

Guidance literature:

(S,S)-2,2'-methylenebis(4-tert-butyl-2-oxazoline); With methyllithium; In tetrahydrofuran; at -55 ℃; for 1h;

4-(prop-2-enyloxy)benzyl bromide; In tetrahydrofuran; at -10 ℃; for 0.666667h;

methyl iodide; In tetrahydrofuran; at -10 - 20 ℃; for 15h;

DOI:10.1002/ejoc.200390201

Reference yield:

(4-hydroxyphenyl)methanol (623-05-2) → 2,2-bis[(4S)-4-(1,1-dimethylethyl)-1,3-oxazolin-2-yl]-1-[4-(2-propenyl)oxyphenyl]propane (345269-78-5)

Guidance literature:

Multi-step reaction with 8 steps

1.1: K₂CO₃

2.1: PBr₃

3.1: LDA / tetrahydrofuran / 1 h / 0 °C

3.2: 94 percent / tetrahydrofuran / 16 h / 0 - 20 °C

4.1: KOH / ethanol; H₂O / 48 h / Heating

5.1: thionyl chloride / toluene / 4 h / Heating

6.1: 90 percent / Et₃N / CH₂Cl₂ / 15 h / 20 °C

7.1: Et₃N / CH₂Cl₂ / 2.33 h / 0 - 20 °C

8.1: 80 percent / Et₃N; DMAP / CH₂Cl₂ / 48 h / 30 °C

With dmap; potassium hydroxide; thionyl chloride; phosphorus tribromide; potassium carbonate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; water; toluene;

DOI:10.1021/jo010077l

upstream raw materials:

(S,S)-2,2'-methylenebis(4-tert-butyl-2-oxazoline)

1-(allyloxy)-4-(bromomethyl)benzene

methyl iodide

(4-hydroxyphenyl)methanol

Downstream raw materials:

2,2-bis{2-[(4S)-4-(1,1-dimethylethyl)-1,3-oxazolin-2-yl]-1-(4-hydroxyphenyl)}propane