methyl (R,S)-8-<4--1(Z)-butenyl>-2,3,4,5-tetrahydro-3-oxo-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate

Base Information

• Chemical Name: methyl (R,S)-8-<4--1(Z)-butenyl>-2,3,4,5-tetrahydro-3-oxo-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate
• CAS No.: 165529-91-9
• Molecular Formula: C₃₄H₄₅N₃O₅
• Molecular Weight: 575.748

Synonyms:

Chemical Property of methyl (R,S)-8-<4--1(Z)-butenyl>-2,3,4,5-tetrahydro-3-oxo-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate

Chemical Property:

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Technology Process of methyl (R,S)-8-<4--1(Z)-butenyl>-2,3,4,5-tetrahydro-3-oxo-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate

There total 3 articles about methyl (R,S)-8-<4--1(Z)-butenyl>-2,3,4,5-tetrahydro-3-oxo-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:

N-Boc-piperidin-4-yl-propanol (156185-63-6) → methyl (R,S)-8-<4--1(Z)-butenyl>-2,3,4,5-tetrahydro-3-oxo-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate (165529-91-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) (COCl)2, Me₂SO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, RT, 16 h

2: NaH / tetrahydrofuran / 16 h

With oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran;

DOI:10.1021/jm980166z

Reference yield:

1,1-dimethylethyl 4-(3-oxopropyl)-1-piperidinecarboxylate (165528-85-8) + (R,S)-[2-methoxycarbonylmethyl-3-oxo-4-(2-phenylethyl)-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-8-yl]methyltriphenyl-phosphonium bromide → methyl (R,S)-8-<4--1(Z)-butenyl>-2,3,4,5-tetrahydro-3-oxo-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate (165529-91-9) + methyl (R,S)-8-<4--1(E)-butenyl>-2,3,4,5-tetrahydro-3-oxo-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate (165529-90-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 16h; Yield given; Yields of byproduct given;

DOI:10.1021/jm980166z

Reference yield:

→ methyl (R,S)-8-<4--1(Z)-butenyl>-2,3,4,5-tetrahydro-3-oxo-4-(2-phenylethyl)-1H-1,4-benzodiazepine-2-acetate (165529-91-9)

Guidance literature:

upstream raw materials:

1,1-dimethylethyl 4-(3-oxopropyl)-1-piperidinecarboxylate

N-Boc-piperidin-4-yl-propanol

Downstream raw materials:

4-[4-(2-carboxymethyl-3-oxo-4-phenethyl-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-8-yl)-but-3-enyl]-piperidine-1-carboxylic acid tert-butyl ester

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