[5-(3-Isocyano-phenyl)-2-oxo-3-(quinoline-8-sulfonylamino)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl]-acetic acid tert-butyl ester

Base Information

Chemical Name:[5-(3-Isocyano-phenyl)-2-oxo-3-(quinoline-8-sulfonylamino)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl]-acetic acid tert-butyl ester
CAS No.:215512-00-8
Molecular Formula:C₃₁H₂₇N₅O₅S
Molecular Weight:581.652
Hs Code.:

Synonyms:[5-(3-Isocyano-phenyl)-2-oxo-3-(quinoline-8-sulfonylamino)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl]-acetic acid tert-butyl ester

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Chemical Property of [5-(3-Isocyano-phenyl)-2-oxo-3-(quinoline-8-sulfonylamino)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl]-acetic acid tert-butyl ester

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Technology Process of [5-(3-Isocyano-phenyl)-2-oxo-3-(quinoline-8-sulfonylamino)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl]-acetic acid tert-butyl ester

There total 10 articles about [5-(3-Isocyano-phenyl)-2-oxo-3-(quinoline-8-sulfonylamino)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl]-acetic acid tert-butyl 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: 51.0%

: 215511-95-8
[5-(3-Formylamino-phenyl)-2-oxo-3-(quinoline-8-sulfonylamino)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl]-acetic acid tert-butyl ester

: 215512-00-8
[5-(3-Isocyano-phenyl)-2-oxo-3-(quinoline-8-sulfonylamino)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl]-acetic acid tert-butyl ester

Guidance literature:: With triethylamine; trichloromethyl chloroformate; In dichloromethane; 1) 0 deg C, 1 h, 2) 20 deg C, 30 min;
DOI:10.1016/S0223-5234(98)80048-2

Reference yield:

: 18704-37-5
quinoline-8-sulfonyl chloride

: 215512-00-8
[5-(3-Isocyano-phenyl)-2-oxo-3-(quinoline-8-sulfonylamino)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl]-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / pyridine / 1) 0 deg C, 15 min, 2) reflux, 1.5 h

2: 97 percent / K₂CO₃ / dimethylformamide / 2 h / 25 °C

3: 84 percent / NEt₃, 97percent HCOOH / 5percent Pd/C / acetonitrile / Heating

4: 1) Ac₂O / 1) 50 deg C, 15 min, 2) 50 deg C, 30 min

5: 51 percent / NEt₃, diphosgene / CH₂Cl₂ / 1) 0 deg C, 1 h, 2) 20 deg C, 30 min

With pyridine; formic acid; acetic anhydride; potassium carbonate; triethylamine; trichloromethyl chloroformate; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0223-5234(98)80048-2

Reference yield:

: 3882-50-6
2-amino-3'-nitro-benzophenone

: 215512-00-8
[5-(3-Isocyano-phenyl)-2-oxo-3-(quinoline-8-sulfonylamino)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl]-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 1) N-methylmorpholine, iBuOCOCl / 1) CH₂Cl₂, 0 deg C, 15 min, 2) CH₂Cl₂, reflux, 20 min, r.t., overnight

2: NH₃, HgCl₂ / tetrahydrofuran / 3 h / 0 °C

3: 64 percent / NH₄OAc / acetic acid / Ambient temperature

4: 97 percent / 33percent HBr / acetic acid / 1) 0 deg C, 10 min, 2) 25 deg C, 30 min

5: 84 percent / pyridine / 1) 0 deg C, 15 min, 2) reflux, 1.5 h

6: 97 percent / K₂CO₃ / dimethylformamide / 2 h / 25 °C

7: 84 percent / NEt₃, 97percent HCOOH / 5percent Pd/C / acetonitrile / Heating

8: 1) Ac₂O / 1) 50 deg C, 15 min, 2) 50 deg C, 30 min

9: 51 percent / NEt₃, diphosgene / CH₂Cl₂ / 1) 0 deg C, 1 h, 2) 20 deg C, 30 min

With 4-methyl-morpholine; pyridine; formic acid; ammonium acetate; ammonia; hydrogen bromide; acetic anhydride; potassium carbonate; triethylamine; mercury dichloride; isobutyl chloroformate; trichloromethyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0223-5234(98)80048-2