(S)-3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-one

Base Information

• Chemical Name: (S)-3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-one
• CAS No.: 1093975-42-8
• Molecular Formula: C₂₃H₂₂N₆O₂
• Molecular Weight: 414.467
• Mol file: 1093975-42-8.mol

Synonyms:(S)-3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-one

Chemical Property of (S)-3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-one

There total 10 articles about (S)-3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-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:

3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one (86499-96-9) → (R)-3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-one (1093980-71-2) + (S)-3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-one (1093975-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium azide / N,N-dimethyl-formamide / 20 °C

2.1: copper(II) sulfate; sodium L-ascorbate / ethanol; water

2.2: Resolution of racemate

With sodium azide; copper(II) sulfate; sodium L-ascorbate; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2015.07.003

Reference yield:

(R)-3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-one (1093977-40-2) → (R)-3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-one (1093980-71-2) + (S)-3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-one (1093975-42-8)

Guidance literature:

With Chiralcel OJ-H; In ethanol; n-heptane; Purification / work up; Resolution of racemate;

Reference yield:

3,4-dihydronaphthalene-1(2H)-one (529-34-0) → (R)-3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-one (1093980-71-2) + (S)-3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-one (1093975-42-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydroxylamine hydrochloride / tetrahydrofuran

1.2: PPA / 100 °C

2.1: phosphorus pentachloride / benzene / 100 °C

3.1: sodium azide / N,N-dimethyl-formamide / 20 °C

4.1: copper(II) sulfate; sodium L-ascorbate / ethanol; water

4.2: Resolution of racemate

With sodium azide; phosphorus pentachloride; hydroxylamine hydrochloride; copper(II) sulfate; sodium L-ascorbate; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; benzene; 1.1: |Beckmann Rearrangement;

DOI:10.1016/j.bmcl.2015.07.003

upstream raw materials:

3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-one trifluoroacetate

(R)-3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-one

3-chloro-2,3,4,5-tetrahydro-1H-<1>benzazepin-2-one

3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one