(3S)-1,3-dihydro-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-7-phenyl-1,4-diazepine-2,5-dione

Base Information

• Chemical Name: (3S)-1,3-dihydro-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-7-phenyl-1,4-diazepine-2,5-dione
• CAS No.: 787633-77-6
• Molecular Formula: C₂₅H₂₀Cl₂N₂O₂
• Molecular Weight: 451.352

Synonyms:(3S)-1,3-dihydro-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-7-phenyl-1,4-diazepine-2,5-dione

Chemical Property of (3S)-1,3-dihydro-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-7-phenyl-1,4-diazepine-2,5-dione

Chemical Property:

Purity/Quality:

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Technology Process of (3S)-1,3-dihydro-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-7-phenyl-1,4-diazepine-2,5-dione

There total 7 articles about (3S)-1,3-dihydro-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-7-phenyl-1,4-diazepine-2,5-dione 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: 85.0%

(3S)-1,3,6,7-tetrahydro-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-7-phenyl-6-(phenylseleno)-1,4-diazepine-2,5-dione (787633-76-5) → (3S)-1,3-dihydro-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-7-phenyl-1,4-diazepine-2,5-dione (787633-77-6)

Guidance literature:

With dihydrogen peroxide; In tetrahydrofuran; water; for 0.333333h;

Reference yield:

(R)-1-(4-chlorophenyl)ethylamine (27298-99-3) → (3S)-1,3-dihydro-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-7-phenyl-1,4-diazepine-2,5-dione (787633-77-6)

Guidance literature:

Multi-step reaction with 6 steps

1: K₂CO₃; TBAI / acetonitrile

2: pyridine / CHCl₃

3: aq. NaOH / methanol; tetrahydrofuran

4: NH₄Cl; HOBt; DIPEA / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium*PF₆ / dimethylformamide

5: silver triflate; DMF / acetonitrile

6: hydrogen peroxide / tetrahydrofuran

With pyridine; sodium hydroxide; dihydrogen peroxide; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; potassium carbonate; ammonium chloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2005.02.018

Reference yield:

methyl 2-bromo-2-(4-chlorophenyl)acetate (24091-92-7) → (3S)-1,3-dihydro-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-7-phenyl-1,4-diazepine-2,5-dione (787633-77-6)

Guidance literature:

Multi-step reaction with 6 steps

1: K₂CO₃; TBAI / acetonitrile

2: pyridine / CHCl₃

3: aq. NaOH / methanol; tetrahydrofuran

4: NH₄Cl; HOBt; DIPEA / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium*PF₆ / dimethylformamide

5: silver triflate; DMF / acetonitrile

6: hydrogen peroxide / tetrahydrofuran

With pyridine; sodium hydroxide; dihydrogen peroxide; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; potassium carbonate; ammonium chloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2005.02.018

upstream raw materials:

(3S)-1,3,6,7-tetrahydro-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-7-phenyl-6-(phenylseleno)-1,4-diazepine-2,5-dione

methyl 2-bromo-2-(4-chlorophenyl)acetate

(R)-1-(4-chlorophenyl)ethylamine

(R,S)-α-(4-chlorophenyl)-α-[(R)-N-[1-(4-chlorophenyl)ethyl]amino]acetic acid methyl ester

Downstream raw materials:

5-{(S)-3-(4-Chloro-phenyl)-4-[(R)-1-(4-chloro-phenyl)-ethyl]-2,5-dioxo-7-phenyl-2,3,4,5-tetrahydro-[1,4]diazepin-1-yl}-pentanoic acid tert-butyl ester

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