{8-[4-(tert-butoxycarbonylamino-imino-methyl)-phenylcarbamoyl]-5-oxo-4-phenethyl-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-2-yl}-acetic acid methyl ester

Base Information

Chemical Name:{8-[4-(tert-butoxycarbonylamino-imino-methyl)-phenylcarbamoyl]-5-oxo-4-phenethyl-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-2-yl}-acetic acid methyl ester
CAS No.:147291-57-4
Molecular Formula:C₃₃H₃₇N₅O₆
Molecular Weight:599.687
Hs Code.:

{8-[4-(<i>tert</i>-butoxycarbonylamino-imino-methyl)-phenylcarbamoyl]-5-oxo-4-phenethyl-2,3,4,5-tetrahydro-1<i>H</i>-benzo[<i>e</i>][1,4]diazepin-2-yl}-acetic acid methyl ester

Synonyms:{8-[4-(tert-butoxycarbonylamino-imino-methyl)-phenylcarbamoyl]-5-oxo-4-phenethyl-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-2-yl}-acetic acid methyl ester

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Chemical Property of {8-[4-(tert-butoxycarbonylamino-imino-methyl)-phenylcarbamoyl]-5-oxo-4-phenethyl-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-2-yl}-acetic acid methyl ester

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Technology Process of {8-[4-(tert-butoxycarbonylamino-imino-methyl)-phenylcarbamoyl]-5-oxo-4-phenethyl-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-2-yl}-acetic acid methyl ester

There total 13 articles about {8-[4-(tert-butoxycarbonylamino-imino-methyl)-phenylcarbamoyl]-5-oxo-4-phenethyl-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-2-yl}-acetic 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:

: 5292-45-5
dimethyl 2-nitroterephthalate

: 147291-57-4
{8-[4-(tert-butoxycarbonylamino-imino-methyl)-phenylcarbamoyl]-5-oxo-4-phenethyl-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-2-yl}-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 72 percent / 1N aq. NaOH / dioxane / 0.5 h / Ambient temperature

2: (COCl)2, DMF / toluene

3: pyridine / CHCl₃ / 6 h

4: H₂ / 5 percent Pd/C / methanol / 4 h / 2585.74 Torr

5: 40 percent / DMAP / CH₂Cl₂ / 16 h / Heating

6: 1N aq. NaOH / dioxane / 3 h

7: Et₃N, HOBt, BOP / dimethylformamide

8: TFA / CH₂Cl₂ / 0.75 h / Ambient temperature

9: methanol / 48 h / Heating

10: SOCl₂ / 0.25 h / Heating

11: pyridine / 4 h / Ambient temperature

With pyridine; dmap; sodium hydroxide; thionyl chloride; oxalyl dichloride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm980166z

Reference yield:

: 35092-89-8
4-(methoxycarbonyl)-3-nitrobenzoic acid

: 147291-57-4
{8-[4-(tert-butoxycarbonylamino-imino-methyl)-phenylcarbamoyl]-5-oxo-4-phenethyl-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-2-yl}-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: (COCl)2, DMF / toluene

2: pyridine / CHCl₃ / 6 h

3: H₂ / 5 percent Pd/C / methanol / 4 h / 2585.74 Torr

4: 40 percent / DMAP / CH₂Cl₂ / 16 h / Heating

5: 1N aq. NaOH / dioxane / 3 h

6: Et₃N, HOBt, BOP / dimethylformamide

7: TFA / CH₂Cl₂ / 0.75 h / Ambient temperature

8: methanol / 48 h / Heating

9: SOCl₂ / 0.25 h / Heating

10: pyridine / 4 h / Ambient temperature

With pyridine; dmap; sodium hydroxide; thionyl chloride; oxalyl dichloride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm980166z

Reference yield:

: 55737-62-7
methyl 4-(chlorocarbonyl)-2-nitrobenzoate

: 147291-57-4
{8-[4-(tert-butoxycarbonylamino-imino-methyl)-phenylcarbamoyl]-5-oxo-4-phenethyl-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-2-yl}-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: pyridine / CHCl₃ / 6 h

2: H₂ / 5 percent Pd/C / methanol / 4 h / 2585.74 Torr

3: 40 percent / DMAP / CH₂Cl₂ / 16 h / Heating

4: 1N aq. NaOH / dioxane / 3 h

5: Et₃N, HOBt, BOP / dimethylformamide

6: TFA / CH₂Cl₂ / 0.75 h / Ambient temperature

7: methanol / 48 h / Heating

8: SOCl₂ / 0.25 h / Heating

9: pyridine / 4 h / Ambient temperature

With pyridine; dmap; sodium hydroxide; thionyl chloride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm980166z