2-((4S,5S)-4-benzyl-2-phenyl-4,5-dihydro-oxazol-5-yl)-N-methoxy-N-methyl-acetamide

Base Information

Chemical Name:2-((4S,5S)-4-benzyl-2-phenyl-4,5-dihydro-oxazol-5-yl)-N-methoxy-N-methyl-acetamide
CAS No.:317322-36-4
Molecular Formula:C₂₀H₂₂N₂O₃
Molecular Weight:338.406
Hs Code.:

Synonyms:2-((4S,5S)-4-benzyl-2-phenyl-4,5-dihydro-oxazol-5-yl)-N-methoxy-N-methyl-acetamide

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Chemical Property of 2-((4S,5S)-4-benzyl-2-phenyl-4,5-dihydro-oxazol-5-yl)-N-methoxy-N-methyl-acetamide

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Technology Process of 2-((4S,5S)-4-benzyl-2-phenyl-4,5-dihydro-oxazol-5-yl)-N-methoxy-N-methyl-acetamide

There total 7 articles about 2-((4S,5S)-4-benzyl-2-phenyl-4,5-dihydro-oxazol-5-yl)-N-methoxy-N-methyl-acetamide 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: 85.0%

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 298208-76-1
(4S-trans)-4,5-dihydro-4-benzyl-2-phenyloxazoline-5-acetic Acid

: 317322-36-4
2-((4S,5S)-4-benzyl-2-phenyl-4,5-dihydro-oxazol-5-yl)-N-methoxy-N-methyl-acetamide

Guidance literature:: With dmap; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/ol000289p

Reference yield:

: 5267-65-2,41072-96-2,92265-06-0,4503-96-2
(S)-N-(1-hydroxy-3-phenylpropan-2-yl)benzamide

: 317322-36-4
2-((4S,5S)-4-benzyl-2-phenyl-4,5-dihydro-oxazol-5-yl)-N-methoxy-N-methyl-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: Dess-Martin periodinane / CH₂Cl₂

2: tetrahydrofuran / 0 °C

3: 99 percent / pyridine / CH₂Cl₂

4: 83 percent / K₂CO₃ / Pd(PPh₃)4 / acetonitrile

5: 82 percent / 9-BBN / tetrahydrofuran

6: NaIO₄; NaHCO₃ / RuCl₃ / CCl₄; acetonitrile; H₂O

7: 85 percent / Et₃N; DMAP; DCC / CH₂Cl₂ / 12 h / 20 °C

With pyridine; dmap; sodium periodate; 9-borabicyclo[3.3.1]nonane dimer; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; triethylamine; dicyclohexyl-carbodiimide; ruthenium trichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; acetonitrile; 1: Oxidation / 2: Grignard reaction / 3: Acetylation / 4: Cyclization / 5: Oxidation / 6: Oxidation / 7: Condensation;
DOI:10.1021/ol000289p

Reference yield:

: 35593-57-8
(S)-N-(1-oxo-3-phenylpropan-2-yl)benzamide

: 317322-36-4
2-((4S,5S)-4-benzyl-2-phenyl-4,5-dihydro-oxazol-5-yl)-N-methoxy-N-methyl-acetamide

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / 0 °C

2: 99 percent / pyridine / CH₂Cl₂

3: 83 percent / K₂CO₃ / Pd(PPh₃)4 / acetonitrile

4: 82 percent / 9-BBN / tetrahydrofuran

5: NaIO₄; NaHCO₃ / RuCl₃ / CCl₄; acetonitrile; H₂O

6: 85 percent / Et₃N; DMAP; DCC / CH₂Cl₂ / 12 h / 20 °C

With pyridine; dmap; sodium periodate; 9-borabicyclo[3.3.1]nonane dimer; sodium hydrogencarbonate; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide; ruthenium trichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; acetonitrile; 1: Grignard reaction / 2: Acetylation / 3: Cyclization / 4: Oxidation / 5: Oxidation / 6: Condensation;
DOI:10.1021/ol000289p