methyl (R,S)-8-carboxy-2,3,4,5-tetrahydro-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate

Base Information

• Chemical Name: methyl (R,S)-8-carboxy-2,3,4,5-tetrahydro-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate
• CAS No.: 165529-16-8
• Molecular Formula: C₂₁H₂₄N₂O₄
• Molecular Weight: 368.433

Synonyms:methyl (R,S)-8-carboxy-2,3,4,5-tetrahydro-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate

Chemical Property of methyl (R,S)-8-carboxy-2,3,4,5-tetrahydro-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate

Chemical Property:

Purity/Quality:

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Technology Process of methyl (R,S)-8-carboxy-2,3,4,5-tetrahydro-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate

There total 5 articles about methyl (R,S)-8-carboxy-2,3,4,5-tetrahydro-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate 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: 88.0%

methyl (R,S)-8-(t-butoxycarbonyl)-2,3,4,5-tetrahydro-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate (165529-15-7) → methyl (R,S)-8-carboxy-2,3,4,5-tetrahydro-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate (165529-16-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

Reference yield:

2-nitro-4-(tert-butoxycarbonyl)benzyl bromide (65276-90-6) → methyl (R,S)-8-carboxy-2,3,4,5-tetrahydro-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate (165529-16-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / Et₃N / tetrahydrofuran / 16 h / Ambient temperature

2: Fe, AcOH / ethanol / 16 h / Ambient temperature

3: methanol / 72 h / Heating

4: TFA / CH₂Cl₂ / 0.75 h / Ambient temperature

With iron; acetic acid; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1021/jm980166z

Reference yield:

4-phenethylaminocrotonate → methyl (R,S)-8-carboxy-2,3,4,5-tetrahydro-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate (165529-16-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / Et₃N / tetrahydrofuran / 16 h / Ambient temperature

2: Fe, AcOH / ethanol / 16 h / Ambient temperature

3: methanol / 72 h / Heating

4: TFA / CH₂Cl₂ / 0.75 h / Ambient temperature

With iron; acetic acid; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1021/jm980166z

upstream raw materials:

methyl (R,S)-8-(t-butoxycarbonyl)-2,3,4,5-tetrahydro-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate

2-nitro-4-(tert-butoxycarbonyl)benzyl bromide

4-{[(3-methoxycarbonyl-allyl)-phenethyl-amino]-methyl}-3-nitro-benzoic acid tert-butyl ester

Downstream raw materials:

[8-(4-carbamimidoyl-phenylcarbamoyl)-4-phenethyl-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-2-yl]-acetic acid methyl ester

methyl (R,S)-8-[[[4-[N-(t-butoxycarbonyl)aminoiminomethyl]phenyl]amino]carbonyl]-2,3,4,5-tetrahydro-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate

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