(4S)-4-tert-butyl-2-[4-(tert-butyldimethylsilanyloxymethyl)-phenyl]-4,5-dihydrooxazole

Base Information

• Chemical Name: (4S)-4-tert-butyl-2-[4-(tert-butyldimethylsilanyloxymethyl)-phenyl]-4,5-dihydrooxazole
• CAS No.: 1301708-11-1
• Molecular Formula: C₂₀H₃₃NO₂Si
• Molecular Weight: 347.573

Synonyms:(4S)-4-tert-butyl-2-[4-(tert-butyldimethylsilanyloxymethyl)-phenyl]-4,5-dihydrooxazole

Chemical Property of (4S)-4-tert-butyl-2-[4-(tert-butyldimethylsilanyloxymethyl)-phenyl]-4,5-dihydrooxazole

Chemical Property:

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Technology Process of (4S)-4-tert-butyl-2-[4-(tert-butyldimethylsilanyloxymethyl)-phenyl]-4,5-dihydrooxazole

There total 3 articles about (4S)-4-tert-butyl-2-[4-(tert-butyldimethylsilanyloxymethyl)-phenyl]-4,5-dihydrooxazole 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: 51.0%

(S)-tert-leucinol (112245-13-3) + 4-(((tert-butyldimethylsilyl)oxy)methyl)benzonitrile → (4S)-4-tert-butyl-2-[4-(tert-butyldimethylsilanyloxymethyl)-phenyl]-4,5-dihydrooxazole (1301708-11-1)

Guidance literature:

With zinc(II) chloride; In chlorobenzene; for 71h; Inert atmosphere; Reflux;

DOI:10.1002/chem.201003314

Reference yield:

4-Cyanobenzyl alcohol (874-89-5) → (4S)-4-tert-butyl-2-[4-(tert-butyldimethylsilanyloxymethyl)-phenyl]-4,5-dihydrooxazole (1301708-11-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / dichloromethane / 23.25 h / 0 - 20 °C / Inert atmosphere

2: zinc(II) chloride / chlorobenzene / 71 h / Inert atmosphere; Reflux

With 1H-imidazole; zinc(II) chloride; In dichloromethane; chlorobenzene;

DOI:10.1002/chem.201003314

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (4S)-4-tert-butyl-2-[4-(tert-butyldimethylsilanyloxymethyl)-phenyl]-4,5-dihydrooxazole (1301708-11-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / dichloromethane / 23.25 h / 0 - 20 °C / Inert atmosphere

2: zinc(II) chloride / chlorobenzene / 71 h / Inert atmosphere; Reflux

With 1H-imidazole; zinc(II) chloride; In dichloromethane; chlorobenzene;

DOI:10.1002/chem.201003314

upstream raw materials:

4-Cyanobenzyl alcohol

(S)-tert-leucinol

tert-butyldimethylsilyl chloride

Downstream raw materials:

(4S)-4-tert-butyl-2-[4'-hydroxymethyl-2'-(di-ortho-tolylphosphanyl)-phenyl]-4,5-dihydrooxazole

(4''S,4''S)-1-[4'-(4''-tert-butyl-4'',5''-dihydrooxazol-2-yl)-3'-(di-ortho-tolylphosphanyl)-benzyloxy]-4-[4'-(4''-tert-butyl-4'',5''-dihydrooxazol-2-yl)-3'-(di-ortho-tolylphosphanyl)-benzyloxymethyl]-2,3,5,6-tetrafluorobenzene

(4S)-4-tert-butyl-2-[4'-(2'',3'',5'',6''-tetrafluorobenzyloxymethyl)-2'-(di-ortho-tolylphosphanyl)-phenyl]-4,5-dihydrooxazole

4-tert-butyl-2-[4-(tert-butyl-dimethyl-silanyloxymethyl)-2-(di-o-tolyl-phosphanyl)-phenyl]-4,5-dihydrooxazole

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