3-(((allyloxy)carbonyl)methyl)-4,5-diphenyl-1-oxazolin-2-one

Base Information

• Chemical Name: 3-(((allyloxy)carbonyl)methyl)-4,5-diphenyl-1-oxazolin-2-one
• CAS No.: 135875-40-0
• Molecular Formula: C₂₀H₁₇NO₄
• Molecular Weight: 335.359
• Mol file: 135875-40-0.mol

Synonyms:3-(((allyloxy)carbonyl)methyl)-4,5-diphenyl-1-oxazolin-2-one

Chemical Property of 3-(((allyloxy)carbonyl)methyl)-4,5-diphenyl-1-oxazolin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 3-(((allyloxy)carbonyl)methyl)-4,5-diphenyl-1-oxazolin-2-one

There total 1 articles about 3-(((allyloxy)carbonyl)methyl)-4,5-diphenyl-1-oxazolin-2-one 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: 94.0%

allyl bromide (106-95-6) + 3-(carboxymethyl)-4,5-diphenyl-1-oxazolin-2-one (40691-13-2) → 3-(((allyloxy)carbonyl)methyl)-4,5-diphenyl-1-oxazolin-2-one (135875-40-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 1h;

DOI:10.1021/jo00055a013

Reference yield: 75.0%

2-methylpropenal (78-85-3,25120-30-3) + 3-(((allyloxy)carbonyl)methyl)-4,5-diphenyl-1-oxazolin-2-one (135875-40-0) → (2S,3S)-3-Hydroxy-4-methyl-2-(2-oxo-4,5-diphenyl-oxazol-3-yl)-pent-4-enoic acid allyl ester (135875-41-1)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1016/S0040-4039(00)92692-3

Reference yield:

3-(((allyloxy)carbonyl)methyl)-4,5-diphenyl-1-oxazolin-2-one (135875-40-0) → (+/-)-anti-N-(bis(ethoxycarbonyl)methyl)-2-(2-oxo-4,5-diphenyl-1-oxazolinyl)-3-hydroxy-7-heptenamide

Guidance literature:

Multi-step reaction with 3 steps

1: 1) LDA / 1) THF, hexanes, -78 deg C, 1 h, 2) -78 deg C, 2 h

2: O-benzylhydroxylamine / Pd(PPh₃)4 / CH₂Cl₂ / 18 h

3: 90.4 percent / EEDQ / CH₂Cl₂ / 15 h

With N-benzyloxyamine; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane;

DOI:10.1021/jo00055a013

upstream raw materials:

allyl bromide

3-(carboxymethyl)-4,5-diphenyl-1-oxazolin-2-one

Downstream raw materials:

(2S,3S)-3-Hydroxy-4-methyl-2-(2-oxo-4,5-diphenyl-oxazol-3-yl)-pent-4-enoic acid allyl ester

(R)-((3S,4S)-4-Benzoylamino-2-methyl-5-oxo-tetrahydro-furan-3-ylamino)-phenyl-acetic acid methyl ester

(R)-[3-Benzoylamino-2-(1-hydroxy-ethyl)-4-oxo-azetidin-1-yl]-phenyl-acetic acid methyl ester