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

Base Information

Chemical Name:3-[2-(8-hydroxy-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-4-propyl-benzoic acid methyl ester
CAS No.:165801-71-8
Molecular Formula:C₁₉H₂₄N₄O₃
Molecular Weight:356.425
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-propyl-benzoic acid methyl ester

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

Chemical Property:

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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-propyl-benzoic acid methyl ester

There total 11 articles about 3-[2-(8-hydroxy-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-4-propyl-benzoic acid methyl 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:

: 53596-60-4
methyl 3-allyl-4-hydroxybenzoate

: 165801-71-8
3-[2-(8-hydroxy-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-4-propyl-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: O₃ / methanol / 0.08 h / -78 °C

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

2.1: 71 percent / imidazole / dimethylformamide / 14 h / 20 °C

3.1: Et₃N / tetrahydrofuran / -78 - 20 °C

4.1: (PPh₃)2PdCl₂; PPh₃; LiCl / dimethylformamide / 14 h / 90 °C

5.1: H₂ / 10percent Pd/C / ethyl acetate / 1 h / 1551.49 Torr

6.1: 90 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 16 h / 20 °C

7.1: PPh₃; CBr₄ / CH₂Cl₂ / 0.5 h / 0 °C

8.1: NaH; NaI / dimethylformamide

9.1: NaBH₄ / methanol; CH₂Cl₂

With 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; carbon tetrabromide; camphor-10-sulfonic acid; hydrogen; sodium hydride; ozone; triethylamine; triphenylphosphine; sodium iodide; lithium chloride; 10percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1.1: Ozonolysis / 1.2: Reduction / 2.1: Silylation / 3.1: Triflation / 4.1: Allylation / 5.1: Catalytic hydrogenation / 6.1: Desilylation / 7.1: Bromination / 8.1: Alkylation / 9.1: Reduction;
DOI:10.1021/jm990448e

Reference yield:

: 35750-24-4
methyl 4-allyloxybenzoate

: 165801-71-8
3-[2-(8-hydroxy-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-4-propyl-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: BCl₃ / chlorobenzene / 8 h / 20 °C

2.1: O₃ / methanol / 0.08 h / -78 °C

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

3.1: 71 percent / imidazole / dimethylformamide / 14 h / 20 °C

4.1: Et₃N / tetrahydrofuran / -78 - 20 °C

5.1: (PPh₃)2PdCl₂; PPh₃; LiCl / dimethylformamide / 14 h / 90 °C

6.1: H₂ / 10percent Pd/C / ethyl acetate / 1 h / 1551.49 Torr

7.1: 90 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 16 h / 20 °C

8.1: PPh₃; CBr₄ / CH₂Cl₂ / 0.5 h / 0 °C

9.1: NaH; NaI / dimethylformamide

10.1: NaBH₄ / methanol; CH₂Cl₂

With 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; carbon tetrabromide; camphor-10-sulfonic acid; hydrogen; boron trichloride; sodium hydride; ozone; triethylamine; triphenylphosphine; sodium iodide; lithium chloride; 10percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; chlorobenzene; 1.1: Rearrangement / 2.1: Ozonolysis / 2.2: Reduction / 3.1: Silylation / 4.1: Triflation / 5.1: Allylation / 6.1: Catalytic hydrogenation / 7.1: Desilylation / 8.1: Bromination / 9.1: Alkylation / 10.1: Reduction;
DOI:10.1021/jm990448e

Reference yield:

: 99-76-3,156291-94-0
methyl 4-hydroxylbenzoate

: 165801-71-8
3-[2-(8-hydroxy-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-4-propyl-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: K₂CO₃ / acetone / 16 h / 0 - 20 °C

2.1: BCl₃ / chlorobenzene / 8 h / 20 °C

3.1: O₃ / methanol / 0.08 h / -78 °C

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

4.1: 71 percent / imidazole / dimethylformamide / 14 h / 20 °C

5.1: Et₃N / tetrahydrofuran / -78 - 20 °C

6.1: (PPh₃)2PdCl₂; PPh₃; LiCl / dimethylformamide / 14 h / 90 °C

7.1: H₂ / 10percent Pd/C / ethyl acetate / 1 h / 1551.49 Torr

8.1: 90 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 16 h / 20 °C

9.1: PPh₃; CBr₄ / CH₂Cl₂ / 0.5 h / 0 °C

10.1: NaH; NaI / dimethylformamide

11.1: NaBH₄ / methanol; CH₂Cl₂

With 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; carbon tetrabromide; camphor-10-sulfonic acid; hydrogen; boron trichloride; sodium hydride; potassium carbonate; ozone; triethylamine; triphenylphosphine; sodium iodide; lithium chloride; 10percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; chlorobenzene; acetone; 1.1: Alkylation / 2.1: Rearrangement / 3.1: Ozonolysis / 3.2: Reduction / 4.1: Silylation / 5.1: Triflation / 6.1: Allylation / 7.1: Catalytic hydrogenation / 8.1: Desilylation / 9.1: Bromination / 10.1: Alkylation / 11.1: Reduction;
DOI:10.1021/jm990448e