(8-Aminomethyl-2-oxo-5-phenyl-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)-acetic acid ethyl ester

Base Information

• Chemical Name: (8-Aminomethyl-2-oxo-5-phenyl-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)-acetic acid ethyl ester
• CAS No.: 149195-66-4
• Molecular Formula: C₂₀H₂₁N₃O₃
• Molecular Weight: 351.405
• Mol file: 149195-66-4.mol

Synonyms:(8-Aminomethyl-2-oxo-5-phenyl-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)-acetic acid ethyl ester

Chemical Property of (8-Aminomethyl-2-oxo-5-phenyl-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)-acetic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (8-Aminomethyl-2-oxo-5-phenyl-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)-acetic acid ethyl ester

There total 7 articles about (8-Aminomethyl-2-oxo-5-phenyl-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)-acetic 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:

(8-Azidomethyl-2-oxo-5-phenyl-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)-acetic acid ethyl ester (149195-55-1) → (8-Aminomethyl-2-oxo-5-phenyl-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)-acetic acid ethyl ester (149195-66-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 1h; under 2585.7 Torr;

DOI:10.1016/S0040-4020(01)90217-0

Reference yield:

(2-Amino-4-azidomethyl-phenyl)-phenyl-methanone (149195-59-5) → (8-Aminomethyl-2-oxo-5-phenyl-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)-acetic acid ethyl ester (149195-66-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) THF, -15 deg C, 5 min, 2.) rt, 18 h

2: 1.) HCl(g), 2.) 1 N NaOH / 1.) CHCl₃, 0 deg C, 1.5 h, 2.) MeOH, rt, overnight

3: 1.) NaH / 1.) DMF, rt, 30 min, 2.) rt, 1 h

4: H₂ / 10percent Pd-C / ethyl acetate / 1 h / 2585.7 Torr

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; hydrogen; sodium hydride; isobutyl chloroformate; palladium on activated charcoal; In ethyl acetate;

DOI:10.1016/S0040-4020(01)90217-0

Reference yield:

N-(2-Benzoyl-5-methyl-phenyl)-2,2,2-trifluoro-acetamide (149195-56-2) → (8-Aminomethyl-2-oxo-5-phenyl-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)-acetic acid ethyl ester (149195-66-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 85 g / N-bromosuccinimide (NBS), benzoyl peroxide / CCl₄ / 3 h / Heating

2: 62.7 g / NaN₃ / dimethylformamide / 4 h / Ambient temperature

3: 35.7 g / conc. K₂CO₃ / dioxane / 3 h / Heating

4: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) THF, -15 deg C, 5 min, 2.) rt, 18 h

5: 1.) HCl(g), 2.) 1 N NaOH / 1.) CHCl₃, 0 deg C, 1.5 h, 2.) MeOH, rt, overnight

6: 1.) NaH / 1.) DMF, rt, 30 min, 2.) rt, 1 h

7: H₂ / 10percent Pd-C / ethyl acetate / 1 h / 2585.7 Torr

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; sodium azide; Perbenzoic acid; hydrogen; sodium hydride; potassium carbonate; isobutyl chloroformate; palladium on activated charcoal; In 1,4-dioxane; tetrachloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)90217-0

upstream raw materials:

(8-Azidomethyl-2-oxo-5-phenyl-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)-acetic acid ethyl ester

(2-Amino-4-azidomethyl-phenyl)-phenyl-methanone

N-(2-Benzoyl-5-methyl-phenyl)-2,2,2-trifluoro-acetamide

8-Azidomethyl-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one

Downstream raw materials:

{8-[((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-methyl]-2-oxo-5-phenyl-2,3-dihydro-benzo[e][1,4]diazepin-1-yl}-acetic acid ethyl ester

C₆₄H₈₃N₉O₁₂

C₅₈H₇₂N₈O₁₁

(S)-2-((S)-1-{(S)-5-Benzyloxycarbonylamino-1-[(1-ethoxycarbonylmethyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-8-ylmethyl)-carbamoyl]-pentylcarbamoyl}-2-methyl-propylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester