7-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-1-[(E)-3-cyanocinnamyl]-1H-1,4-benzodiazepine-2,5(3H,4H)-dione

Base Information

Chemical Name:7-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-1-[(E)-3-cyanocinnamyl]-1H-1,4-benzodiazepine-2,5(3H,4H)-dione
CAS No.:540765-37-5
Molecular Formula:C₂₉H₃₂N₄O₅
Molecular Weight:516.597
Hs Code.:

Synonyms:7-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-1-[(E)-3-cyanocinnamyl]-1H-1,4-benzodiazepine-2,5(3H,4H)-dione

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Chemical Property of 7-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-1-[(E)-3-cyanocinnamyl]-1H-1,4-benzodiazepine-2,5(3H,4H)-dione

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Technology Process of 7-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-1-[(E)-3-cyanocinnamyl]-1H-1,4-benzodiazepine-2,5(3H,4H)-dione

There total 4 articles about 7-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-1-[(E)-3-cyanocinnamyl]-1H-1,4-benzodiazepine-2,5(3H,4H)-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: 55.0%

: 598-21-0
2-Bromoacetyl bromide

: 233281-62-4
methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-[(E)-3-cyanocinnamyl]anthranilate

: 540765-37-5
7-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-1-[(E)-3-cyanocinnamyl]-1H-1,4-benzodiazepine-2,5(3H,4H)-dione

Guidance literature:: 2-Bromoacetyl bromide; methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-[(E)-3-cyanocinnamyl]anthranilate; With pyridine; In diethyl ether; at 20 ℃; for 1h;

With ammonia; In methanol; at 20 ℃; for 5h;
DOI:10.1016/S0968-0896(02)00462-5

Reference yield:

: 1882-72-0
methyl 2-amino-5-hydroxybenzoate

: 540765-37-5
7-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-1-[(E)-3-cyanocinnamyl]-1H-1,4-benzodiazepine-2,5(3H,4H)-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: 41 percent / PPh₃; DEAD / tetrahydrofuran / 96 h / 20 °C

2.1: 99 percent / NaB(OAc)3H / CH₂Cl₂; acetic acid / 14 h / 20 °C

3.1: pyridine / diethyl ether / 1 h / 20 °C

3.2: 55 percent / NH₃ gas / methanol / 5 h / 20 °C

With pyridine; sodium tris(acetoxy)borohydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; dichloromethane; acetic acid; 1.1: Mitsunobu condensation;
DOI:10.1016/S0968-0896(02)00462-5

Reference yield:

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

: 540765-37-5
7-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-1-[(E)-3-cyanocinnamyl]-1H-1,4-benzodiazepine-2,5(3H,4H)-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: 41 percent / PPh₃; DEAD / tetrahydrofuran / 96 h / 20 °C

2.1: 99 percent / NaB(OAc)3H / CH₂Cl₂; acetic acid / 14 h / 20 °C

3.1: pyridine / diethyl ether / 1 h / 20 °C

3.2: 55 percent / NH₃ gas / methanol / 5 h / 20 °C

With pyridine; sodium tris(acetoxy)borohydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; dichloromethane; acetic acid; 1.1: Mitsunobu condensation;
DOI:10.1016/S0968-0896(02)00462-5