(3R,11aR)-11a-methyl-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one

Base Information

• Chemical Name: (3R,11aR)-11a-methyl-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one
• CAS No.: 1061681-28-4
• Molecular Formula: C₁₉H₁₉NO₂
• Molecular Weight: 293.365
• Mol file: 1061681-28-4.mol

Synonyms:(3R,11aR)-11a-methyl-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one

Chemical Property of (3R,11aR)-11a-methyl-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,11aR)-11a-methyl-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one

There total 2 articles about (3R,11aR)-11a-methyl-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one 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: 45.0%

2-[2-(2-oxopropyl)phenyl]acetic acid (91142-84-6) + D-2-phenylglycinol (56613-80-0) → (3R,11aR)-11a-methyl-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one (1061681-28-4) + (3R,11aS)-11a-methyl-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one (1061681-25-1)

Guidance literature:

In toluene; at 120 ℃; diastereoselective reaction; Reflux;

DOI:10.1016/j.tetasy.2011.07.027

Reference yield:

1,2-Phenylenediacetic acid (7500-53-0) → (3R,11aR)-11a-methyl-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one (1061681-28-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 24 h / 0 - 20 °C

2: toluene / 120 °C / Reflux

In tetrahydrofuran; toluene;

DOI:10.1016/j.tetasy.2011.07.027

Reference yield: 80.0%

(3R,11aR)-11a-methyl-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one (1061681-28-4) + benzyl bromide (100-39-0) → (3R,6S,11aR)-6-benzyl-11a-methyl-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo [2,3-b]-[3]-benzazepin-5(6H)-one (1061681-41-1)

Guidance literature:

(3R,11aR)-11a-methyl-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one; With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

benzyl bromide; In tetrahydrofuran; at 0 ℃; for 2h; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetasy.2009.05.017

upstream raw materials:

2-[2-(2-oxopropyl)phenyl]acetic acid

D-2-phenylglycinol

1,2-Phenylenediacetic acid

Downstream raw materials:

(R)-2-[(R)-2-methyl-2,3,4,5-tetrahydro-1H-3-benzazepin-3-yl]-2-phenylethanol

(R)-2-[(S)-2-methyl-2,3,4,5-tetrahydro-1H-3-benzazepin-3-yl]-2-phenylethanol

(3R,6S,11aR)-6-benzyl-11a-methyl-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo [2,3-b]-[3]-benzazepin-5(6H)-one

(3R,11aS)-11a-methyl-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one