2-(2-bromo-phenyl)-(4R)-(triisopropyl-silanyloxymethyl)-4,5-dihydro-oxazole

Base Information

• Chemical Name: 2-(2-bromo-phenyl)-(4R)-(triisopropyl-silanyloxymethyl)-4,5-dihydro-oxazole
• CAS No.: 716369-17-4
• Molecular Formula: C₁₉H₃₀BrNO₂Si
• Molecular Weight: 412.442
• Mol file: 716369-17-4.mol

Synonyms:2-(2-bromo-phenyl)-(4R)-(triisopropyl-silanyloxymethyl)-4,5-dihydro-oxazole

Chemical Property of 2-(2-bromo-phenyl)-(4R)-(triisopropyl-silanyloxymethyl)-4,5-dihydro-oxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-bromo-phenyl)-(4R)-(triisopropyl-silanyloxymethyl)-4,5-dihydro-oxazole

There total 5 articles about 2-(2-bromo-phenyl)-(4R)-(triisopropyl-silanyloxymethyl)-4,5-dihydro-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: 70.0%

2-bromo-N-[(2R)-hydroxy-1-(triisopropyl-silanyloxymethyl)-ethyl]-benzamide (716369-09-4) → 2-(2-bromo-phenyl)-(4R)-(triisopropyl-silanyloxymethyl)-4,5-dihydro-oxazole (716369-17-4)

Guidance literature:

With dmap; triethylamine; p-toluenesulfonyl chloride; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1039/b316502g

Reference yield:

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → 2-(2-bromo-phenyl)-(4R)-(triisopropyl-silanyloxymethyl)-4,5-dihydro-oxazole (716369-17-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / Et₃N / CH₂Cl₂ / 2 h / 2 °C

2: 71 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

3: 70 percent / Et₃N; DMAP; TsCl / CH₂Cl₂ / 12 h / 20 °C

With dmap; lithium aluminium tetrahydride; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1039/b316502g

Reference yield:

2-bromobenzoic acid chloride (7154-66-7) → 2-(2-bromo-phenyl)-(4R)-(triisopropyl-silanyloxymethyl)-4,5-dihydro-oxazole (716369-17-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 72 percent / DMAP; Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: 70 percent / Et₃N / CH₂Cl₂ / 2 h / 2 °C

3: 71 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

4: 70 percent / Et₃N; DMAP; TsCl / CH₂Cl₂ / 12 h / 20 °C

With dmap; lithium aluminium tetrahydride; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1039/b316502g

upstream raw materials:

2-bromo-N-[(2R)-hydroxy-1-(triisopropyl-silanyloxymethyl)-ethyl]-benzamide

triisopropylsilyl trifluoromethanesulfonate

2-bromobenzoic acid chloride

(2S)-(2-bromo-benzoylamino)-3-hydroxy-propionic acid methyl ester

Downstream raw materials:

{2-[2-(3-phenyl-allylselanyl)-phenyl]-4,5-dihydro-oxazol-(4S)-yl}-methanol

(1S)-1-phenylprop-2-en-1-ol

(R)-1-phenylprop-2-en-1-ol

2-[2-(3-phenyl-allylselanyl)-phenyl]-(4R)-(triisopropyl-silanyloxymethyl)-4,5-dihydro-oxazole