(E)-3-((R)-2-Phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester

Base Information

• Chemical Name: (E)-3-((R)-2-Phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester
• CAS No.: 186025-73-0
• Molecular Formula: C₁₃H₁₃NO₃
• Molecular Weight: 231.251
• Mol file: 186025-73-0.mol

Synonyms:(E)-3-((R)-2-Phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester

Chemical Property of (E)-3-((R)-2-Phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-((R)-2-Phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester

There total 2 articles about (E)-3-((R)-2-Phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester 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:

ethyl benzimidate hydrochloride (5333-86-8) → (E)-3-((R)-2-Phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester (186025-73-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / Et₃N / CH₂Cl₂ / 1.) reflux, 4 h, 2.) room temperature, overnight

2: 1.) DIBAL-H / 1.) toluene, -78 deg C, 3 h, 2.) toluene, MeOH, room temperature, overnight

With diisobutylaluminium hydride; triethylamine; In dichloromethane;

DOI:10.1021/jo962028s

Reference yield:

methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) + methyl (S)-2-phenyl-4,5-dihydrooxazole-4-carboxylate (78715-83-0) → (R)-(-)-methyl (Z)-3-(4,5-dihydro-2-phenyl-4-oxazolyl)-2-propenoate (186025-75-2) + (E)-3-((R)-2-Phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester (186025-73-0)

Guidance literature:

With diisobutylaluminium hydride; Yield given. Multistep reaction. Yields of byproduct given; 1.) toluene, -78 deg C, 3 h, 2.) toluene, tert-butyl alcohol, room temperature, overnight;

DOI:10.1021/jo962028s

Reference yield: 43.0%

(E)-3-((R)-2-Phenyl-4,5-dihydro-oxazol-4-yl)-acrylic acid methyl ester (186025-73-0) → (2R,3S)-2,3-Dihydroxy-3-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-propionic acid methyl ester (186025-77-4) + (2S,3R)-2,3-Dihydroxy-3-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-propionic acid methyl ester (186025-79-6)

Guidance literature:

With osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); In tert-butyl alcohol; for 48h; Ambient temperature;

DOI:10.1021/jo962028s

upstream raw materials:

methyl (triphenylphosphoranylidene)acetate

methyl (S)-2-phenyl-4,5-dihydrooxazole-4-carboxylate

ethyl benzimidate hydrochloride

Downstream raw materials:

(2R,3S)-2,3-Dihydroxy-3-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-propionic acid methyl ester

(2S,3R)-2,3-Dihydroxy-3-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-propionic acid methyl ester

(2S,3R,4R)-2-(hydroxymethyl)pyrrolidine-3,4-diol

(2S,3S,4S)-2-(hydroxymethyl)pyrrolidine-3,4-diol