2-methyl-2-(1-methyl-1H-indol-3-yl)-1((R)-4-phenyl-4,5-dihydrooxazol-2-yl)propan-1-ol

Base Information

• Chemical Name: 2-methyl-2-(1-methyl-1H-indol-3-yl)-1((R)-4-phenyl-4,5-dihydrooxazol-2-yl)propan-1-ol
• CAS No.: 832117-31-4
• Molecular Formula: C₂₂H₂₄N₂O₂
• Molecular Weight: 348.445

Synonyms:2-methyl-2-(1-methyl-1H-indol-3-yl)-1((R)-4-phenyl-4,5-dihydrooxazol-2-yl)propan-1-ol

Chemical Property of 2-methyl-2-(1-methyl-1H-indol-3-yl)-1((R)-4-phenyl-4,5-dihydrooxazol-2-yl)propan-1-ol

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Technology Process of 2-methyl-2-(1-methyl-1H-indol-3-yl)-1((R)-4-phenyl-4,5-dihydrooxazol-2-yl)propan-1-ol

There total 2 articles about 2-methyl-2-(1-methyl-1H-indol-3-yl)-1((R)-4-phenyl-4,5-dihydrooxazol-2-yl)propan-1-ol 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: 56.0%

1-methylindole (603-76-9) + (R)-2-(1,2-epoxy-2-methyl)propyl-4-phenyloxazoline (832117-30-3) → 2-methyl-2-(1-methyl-1H-indol-3-yl)-1((R)-4-phenyl-4,5-dihydrooxazol-2-yl)propan-1-ol (832117-31-4)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at -78 ℃; for 1.5h;

DOI:10.1002/anie.200461245

Reference yield:

(R)-2-(chloromethyl)-4-phenyl-4,5-dihydrooxazole (221196-89-0) → 2-methyl-2-(1-methyl-1H-indol-3-yl)-1((R)-4-phenyl-4,5-dihydrooxazol-2-yl)propan-1-ol (832117-31-4)

Guidance literature:

Multi-step reaction with 2 steps

1: KHMDS / tetrahydrofuran / 8.5 h / -78 - -40 °C

2: 56 percent / SnCl₄ / CH₂Cl₂ / 1.5 h / -78 °C

With tin(IV) chloride; potassium hexamethylsilazane; In tetrahydrofuran; dichloromethane; 1: Darzens reaction;

DOI:10.1002/anie.200461245

Reference yield: 90.0%

2-methyl-2-(1-methyl-1H-indol-3-yl)-1((R)-4-phenyl-4,5-dihydrooxazol-2-yl)propan-1-ol (832117-31-4) → (R)-(+)-3-[1-methyl-1-(1-methyl-1H-indol-3-yl)ethyl]-5-phenyl-5,6-dihydro[1,4]oxazin-2-one (832117-32-5)

Guidance literature:

With selenium(IV) oxide; In chloroform; for 4h; Heating;

DOI:10.1002/anie.200461245

upstream raw materials:

1-methylindole

(R)-2-(1,2-epoxy-2-methyl)propyl-4-phenyloxazoline

(R)-2-(chloromethyl)-4-phenyl-4,5-dihydrooxazole

Downstream raw materials:

(R)-(+)-3-[1-methyl-1-(1-methyl-1H-indol-3-yl)ethyl]-5-phenyl-5,6-dihydro[1,4]oxazin-2-one

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