3-[2-(8-hydroxy-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-4-methyl-benzoic acid ethyl ester

Base Information

Chemical Name:3-[2-(8-hydroxy-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-4-methyl-benzoic acid ethyl ester
CAS No.:165801-67-2
Molecular Formula:C₁₈H₂₂N₄O₃
Molecular Weight:342.398
Hs Code.:

3-[2-(8-hydroxy-7,8-dihydro-6<i>H</i>-imidazo[4,5-<i>d</i>][1,3]diazepin-3-yl)-ethyl]-4-methyl-benzoic acid ethyl ester

Synonyms:3-[2-(8-hydroxy-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-4-methyl-benzoic acid ethyl ester

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Chemical Property of 3-[2-(8-hydroxy-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-4-methyl-benzoic acid ethyl ester

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Technology Process of 3-[2-(8-hydroxy-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-4-methyl-benzoic acid ethyl ester

There total 6 articles about 3-[2-(8-hydroxy-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-4-methyl-benzoic acid ethyl ester 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: 73.0%

: 272130-96-8
3-[2-(3-carboxyethoxy-6-methylphenyl)ethyl]-6,7-dihydroimidazo[4,5-d][1,3]diazepin-8(3H)-one

: 165801-67-2
3-[2-(8-hydroxy-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-4-methyl-benzoic acid ethyl ester

Guidance literature:: With sodium tetrahydroborate; In methanol; dichloromethane;
DOI:10.1021/jm990448e

Reference yield:

: 72079-77-7
6,7-dihydroimidazo<4,5-d><1,3>diazepin-8(3H)-one

: 165801-67-2
3-[2-(8-hydroxy-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-4-methyl-benzoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 39 percent / NaH; NaI / dimethylformamide

2: 73 percent / NaBH₄ / methanol; CH₂Cl₂

With sodium tetrahydroborate; sodium hydride; sodium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Alkylation / 2: Reduction;
DOI:10.1021/jm990448e

Reference yield:

: 147962-81-0
ethyl 3-bromo-4-methylbenzoate

: 165801-67-2
3-[2-(8-hydroxy-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-4-methyl-benzoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Pd(PPh₃)4 / dimethylformamide / 36 h / 80 °C

2.1: O₃ / methanol / 0.08 h / -78 °C

2.2: NaBH₄ / methanol / 14 h / -78 - 20 °C

3.1: Ph₃P; CBr₄ / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 39 percent / NaH; NaI / dimethylformamide

5.1: 73 percent / NaBH₄ / methanol; CH₂Cl₂

With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; carbon tetrabromide; sodium hydride; ozone; triphenylphosphine; sodium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Ozonolysis / 2.2: Reduction / 3.1: Bromination / 4.1: Alkylation / 5.1: Reduction;
DOI:10.1021/jm990448e