(4S,5S)-4-tert-Butyldimethylsiloxymethyl-2,5-diphenyl-4,5-dihydro-1,3-oxazole

Base Information

• Chemical Name: (4S,5S)-4-tert-Butyldimethylsiloxymethyl-2,5-diphenyl-4,5-dihydro-1,3-oxazole
• CAS No.: 175477-26-6
• Molecular Formula: C₂₂H₂₉NO₂Si
• Molecular Weight: 367.563

Synonyms:(4S,5S)-4-tert-Butyldimethylsiloxymethyl-2,5-diphenyl-4,5-dihydro-1,3-oxazole

Chemical Property of (4S,5S)-4-tert-Butyldimethylsiloxymethyl-2,5-diphenyl-4,5-dihydro-1,3-oxazole

Chemical Property:

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Technology Process of (4S,5S)-4-tert-Butyldimethylsiloxymethyl-2,5-diphenyl-4,5-dihydro-1,3-oxazole

There total 3 articles about (4S,5S)-4-tert-Butyldimethylsiloxymethyl-2,5-diphenyl-4,5-dihydro-1,3-oxazole 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: 75.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (+)-(4,5-dihydro-2,5-diphenyloxazol-4-yl)methanol (95341-86-9) → (4S,5S)-4-tert-Butyldimethylsiloxymethyl-2,5-diphenyl-4,5-dihydro-1,3-oxazole (175477-26-6)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 16h;

DOI:10.1039/p19960000333

Reference yield:

(1S,2S)-2-amino-1-phenyl-1,3-diol (28143-91-1) → (4S,5S)-4-tert-Butyldimethylsiloxymethyl-2,5-diphenyl-4,5-dihydro-1,3-oxazole (175477-26-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / K₂CO₃ / ethane-1,2-diol; glycerol / 115 °C

2: 75 percent / imidazole / dimethylformamide / 16 h

With 1H-imidazole; potassium carbonate; In ethylene glycol; N,N-dimethyl-formamide; glycerol;

DOI:10.1039/p19960000333

Reference yield:

benzonitrile (100-47-0) → (4S,5S)-4-tert-Butyldimethylsiloxymethyl-2,5-diphenyl-4,5-dihydro-1,3-oxazole (175477-26-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / K₂CO₃ / ethane-1,2-diol; glycerol / 115 °C

2: 75 percent / imidazole / dimethylformamide / 16 h

With 1H-imidazole; potassium carbonate; In ethylene glycol; N,N-dimethyl-formamide; glycerol;

DOI:10.1039/p19960000333

upstream raw materials:

tert-butyldimethylsilyl chloride

(+)-(4,5-dihydro-2,5-diphenyloxazol-4-yl)methanol

(1S,2S)-2-amino-1-phenyl-1,3-diol

benzonitrile

Downstream raw materials:

(4S,5S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-phenyl-2-(2-p-tolylsulfanyl-phenyl)-4,5-dihydro-oxazole

(4S,5S)-2-(4-tert-butyldimethylsilyloxymethyl-5-phenyloxazolin-2-yl)phenyl, phenyl selenide

(4S,5S)-4-Hydroxymethyl-2-<2-(4-methylphenylsulfanyl)phenyl>-5-phenyl-4,5-dihydro-1,3-oxazole

(4S,5S)-2-(4-hydroxymethyl-5-phenyloxazolin-2-yl)phenyl, phenyl selenide

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