4-semicarbazone-3(S)-[2-(2-oxo-5-phenyl-3(R)-(1-naphthylcarbamoyloxymethyl)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)acetylamino]butyric acid tert-butyl ester

Base Information

Chemical Name:4-semicarbazone-3(S)-[2-(2-oxo-5-phenyl-3(R)-(1-naphthylcarbamoyloxymethyl)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)acetylamino]butyric acid tert-butyl ester
CAS No.:896746-91-1
Molecular Formula:C₃₈H₃₉N₇O₇
Molecular Weight:705.77
Hs Code.:

4-semicarbazone-3(S)-[2-(2-oxo-5-phenyl-3(R)-(1-naphthylcarbamoyloxymethyl)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)acetylamino]butyric acid tert-butyl ester

Synonyms:4-semicarbazone-3(S)-[2-(2-oxo-5-phenyl-3(R)-(1-naphthylcarbamoyloxymethyl)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)acetylamino]butyric acid tert-butyl ester

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Chemical Property of 4-semicarbazone-3(S)-[2-(2-oxo-5-phenyl-3(R)-(1-naphthylcarbamoyloxymethyl)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)acetylamino]butyric acid tert-butyl ester

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Technology Process of 4-semicarbazone-3(S)-[2-(2-oxo-5-phenyl-3(R)-(1-naphthylcarbamoyloxymethyl)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)acetylamino]butyric acid tert-butyl ester

There total 12 articles about 4-semicarbazone-3(S)-[2-(2-oxo-5-phenyl-3(R)-(1-naphthylcarbamoyloxymethyl)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)acetylamino]butyric 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: 72.0%

: 896746-89-7
3(R)-[2-((3S)-hydroxymethyl-2-oxo-5-phenyl-2,3-dihydrobenzo[e][1,4]diazepin-1-yl)acetylamino]-4-samicarbazone-butyric acid tert-butyl ester

: 86-84-0
1-Naphthyl isocyanate

: 896746-91-1
4-semicarbazone-3(S)-[2-(2-oxo-5-phenyl-3(R)-(1-naphthylcarbamoyloxymethyl)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)acetylamino]butyric acid tert-butyl ester

Guidance literature:: In dichloromethane; at 20 ℃;
DOI:10.1021/jm060405f

Reference yield:

: 896746-84-2
(R)-3-hydroxymethyl-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one

: 896746-91-1
4-semicarbazone-3(S)-[2-(2-oxo-5-phenyl-3(R)-(1-naphthylcarbamoyloxymethyl)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)acetylamino]butyric acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 87 percent / imidazole / CH₂Cl₂ / 12 h / 20 °C

2.1: NaH / dimethylformamide / 0.5 h / 20 °C

2.2: 78 percent / dimethylformamide / 5 h / 20 °C

3.1: 82 percent / aq. LiOH / methanol / 6 h / 0 - 20 °C

4.1: 2.38 g / ethyl(dimethylaminopropyl)carbodiimide; 1-hydroxybenzotriazole hydrate / dimethylformamide; CH₂Cl₂ / 15 h / 20 °C

5.1: 84 percent / tetrabutylammonium fluoride / tetrahydrofuran / 5 h / 20 °C

6.1: 72 percent / CH₂Cl₂ / 20 °C

With 1H-imidazole; lithium hydroxide; tetrabutyl ammonium fluoride; sodium hydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxybenzotriazol-hydrate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm060405f

Reference yield:

: 896746-85-3
(R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one

: 896746-91-1
4-semicarbazone-3(S)-[2-(2-oxo-5-phenyl-3(R)-(1-naphthylcarbamoyloxymethyl)-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)acetylamino]butyric acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / dimethylformamide / 0.5 h / 20 °C

1.2: 78 percent / dimethylformamide / 5 h / 20 °C

2.1: 82 percent / aq. LiOH / methanol / 6 h / 0 - 20 °C

3.1: 2.38 g / ethyl(dimethylaminopropyl)carbodiimide; 1-hydroxybenzotriazole hydrate / dimethylformamide; CH₂Cl₂ / 15 h / 20 °C

4.1: 84 percent / tetrabutylammonium fluoride / tetrahydrofuran / 5 h / 20 °C

5.1: 72 percent / CH₂Cl₂ / 20 °C

With lithium hydroxide; tetrabutyl ammonium fluoride; sodium hydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxybenzotriazol-hydrate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm060405f