(4S,5R)-5-Formyl-4-methyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester

Base Information

Chemical Name:(4S,5R)-5-Formyl-4-methyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester
CAS No.:1027571-48-7
Molecular Formula:C₁₃H₁₃NO₄
Molecular Weight:247.251
Hs Code.:

Synonyms:(4S,5R)-5-Formyl-4-methyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester

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Chemical Property of (4S,5R)-5-Formyl-4-methyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester

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Technology Process of (4S,5R)-5-Formyl-4-methyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester

There total 8 articles about (4S,5R)-5-Formyl-4-methyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic 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:

: 482315-16-2
C₂₀H₃₁NO₄Si

: 1027571-48-7
(4S,5R)-5-Formyl-4-methyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 75 percent / K₂CO₃ / Pd(PPh₃)4 / acetonitrile / 24 h / Heating

2.1: 99 percent / TBAF / tetrahydrofuran

3.1: RuCl₃; potassium persulfate; potassium hydroxide / H₂O / 7 h

4.1: 252 mg / diethyl ether

5.1: KHMDS; HMPA / tetrahydrofuran / 0.33 h / -78 °C

5.2: 73 percent / tetrahydrofuran / 3 h / -78 °C

6.1: O₃ / methanol / -78 °C

6.2: DMS / methanol

With N,N,N,N,N,N-hexamethylphosphoric triamide; ruthenium trichloride; potassium hydroxide; potassium peroxomonosulphate; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; potassium carbonate; ozone; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; diethyl ether; water; acetonitrile;
DOI:10.1021/ol020164f

Reference yield:

: 503560-10-9
N-[2-(tert-butyl-dimethyl-silanyloxy)-1-formyl-ethyl]-benzamide

: 1027571-48-7
(4S,5R)-5-Formyl-4-methyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 2.52 g / tetrahydrofuran / 1 h / 20 °C

2.1: 389 mg / pyridine / CH₂Cl₂ / 12 h

3.1: 75 percent / K₂CO₃ / Pd(PPh₃)4 / acetonitrile / 24 h / Heating

4.1: 99 percent / TBAF / tetrahydrofuran

5.1: RuCl₃; potassium persulfate; potassium hydroxide / H₂O / 7 h

6.1: 252 mg / diethyl ether

7.1: KHMDS; HMPA / tetrahydrofuran / 0.33 h / -78 °C

7.2: 73 percent / tetrahydrofuran / 3 h / -78 °C

8.1: O₃ / methanol / -78 °C

8.2: DMS / methanol

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; ruthenium trichloride; potassium hydroxide; potassium peroxomonosulphate; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; potassium carbonate; ozone; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetonitrile; 1.1: Grignard reaction;
DOI:10.1021/ol020164f

Reference yield:

: N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-benzamide

: 1027571-48-7
(4S,5R)-5-Formyl-4-methyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 °C

2.1: 2.52 g / tetrahydrofuran / 1 h / 20 °C

3.1: 389 mg / pyridine / CH₂Cl₂ / 12 h

4.1: 75 percent / K₂CO₃ / Pd(PPh₃)4 / acetonitrile / 24 h / Heating

5.1: 99 percent / TBAF / tetrahydrofuran

6.1: RuCl₃; potassium persulfate; potassium hydroxide / H₂O / 7 h

7.1: 252 mg / diethyl ether

8.1: KHMDS; HMPA / tetrahydrofuran / 0.33 h / -78 °C

8.2: 73 percent / tetrahydrofuran / 3 h / -78 °C

9.1: O₃ / methanol / -78 °C

9.2: DMS / methanol

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; ruthenium trichloride; potassium hydroxide; potassium peroxomonosulphate; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; potassium carbonate; Dess-Martin periodane; ozone; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetonitrile; 1.1: Dess-Martin oxidation / 2.1: Grignard reaction;
DOI:10.1021/ol020164f