[(S)-1-((S)-1-{(E)-(S)-4-(5-Bromo-2,3-dihydro-indol-1-yl)-4-oxo-1-[2-(trityl-carbamoyl)-ethyl]-but-2-enylcarbamoyl}-2-phenyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester

Base Information

Chemical Name:[(S)-1-((S)-1-{(E)-(S)-4-(5-Bromo-2,3-dihydro-indol-1-yl)-4-oxo-1-[2-(trityl-carbamoyl)-ethyl]-but-2-enylcarbamoyl}-2-phenyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester
CAS No.:1026747-53-4
Molecular Formula:C₅₇H₅₈BrN₅O₆
Molecular Weight:989.021
Hs Code.:

[(S)-1-((S)-1-{(E)-(S)-4-(5-Bromo-2,3-dihydro-indol-1-yl)-4-oxo-1-[2-(trityl-carbamoyl)-ethyl]-but-2-enylcarbamoyl}-2-phenyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester

Synonyms:[(S)-1-((S)-1-{(E)-(S)-4-(5-Bromo-2,3-dihydro-indol-1-yl)-4-oxo-1-[2-(trityl-carbamoyl)-ethyl]-but-2-enylcarbamoyl}-2-phenyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester

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Chemical Property of [(S)-1-((S)-1-{(E)-(S)-4-(5-Bromo-2,3-dihydro-indol-1-yl)-4-oxo-1-[2-(trityl-carbamoyl)-ethyl]-but-2-enylcarbamoyl}-2-phenyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester

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Technology Process of [(S)-1-((S)-1-{(E)-(S)-4-(5-Bromo-2,3-dihydro-indol-1-yl)-4-oxo-1-[2-(trityl-carbamoyl)-ethyl]-but-2-enylcarbamoyl}-2-phenyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester

There total 10 articles about [(S)-1-((S)-1-{(E)-(S)-4-(5-Bromo-2,3-dihydro-indol-1-yl)-4-oxo-1-[2-(trityl-carbamoyl)-ethyl]-but-2-enylcarbamoyl}-2-phenyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl 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:

: 6401-63-4
N-benzyloxycarbonyl-L-leucyl-L-phenylalanine

: (E)-(S)-4-Amino-7-(5-bromo-2,3-dihydro-indol-1-yl)-7-oxo-hept-5-enoic acid trityl-amide

: 1026747-53-4
[(S)-1-((S)-1-{(E)-(S)-4-(5-Bromo-2,3-dihydro-indol-1-yl)-4-oxo-1-[2-(trityl-carbamoyl)-ethyl]-but-2-enylcarbamoyl}-2-phenyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester

Guidance literature:: With 4-methyl-morpholine; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 23 ℃; for 26h;
DOI:10.1021/jm980068d

Reference yield:

: 22190-33-6
5-bromoindoline

: 1026747-53-4
[(S)-1-((S)-1-{(E)-(S)-4-(5-Bromo-2,3-dihydro-indol-1-yl)-4-oxo-1-[2-(trityl-carbamoyl)-ethyl]-but-2-enylcarbamoyl}-2-phenyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: CH₂Cl₂ / 24 h / 23 °C

2: HCl / dioxane / 1 h / 23 °C

3: 4-methylmorpholine, 1-hydroxybenzotriazole hydrate, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 26 h / 23 °C

With 4-methyl-morpholine; hydrogenchloride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane;
DOI:10.1021/jm980068d

Reference yield:

: 132388-69-3,210750-95-1
Boc-L-Gln(Trt)-OH

: 1026747-53-4
[(S)-1-((S)-1-{(E)-(S)-4-(5-Bromo-2,3-dihydro-indol-1-yl)-4-oxo-1-[2-(trityl-carbamoyl)-ethyl]-but-2-enylcarbamoyl}-2-phenyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 4-methylmorpholine / CH₂Cl₂ / 0.33 h / 0 °C

2: CH₂Cl₂ / 1.) 0 deg C, 20 min, 2.) RT, 2 h

3: diisobutylaluminum hydride / toluene / 4 h / -78 °C

4: 1.) NaN(TMS)2 / 1.) THF, -78 deg C, 20 min, 2.) THF, a) -78 deg C, 2 h, b) from -78 deg C to 0 deg C, 10 min

5: 98 percent / aq. NaOH / ethanol / 3 h / 23 °C

6: 4-methylmorpholine / CH₂Cl₂ / 0.5 h / 0 °C

7: CH₂Cl₂ / 24 h / 23 °C

8: HCl / dioxane / 1 h / 23 °C

9: 4-methylmorpholine, 1-hydroxybenzotriazole hydrate, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 26 h / 23 °C

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; sodium hexamethyldisilazane; diisobutylaluminium hydride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; ethanol; dichloromethane; toluene;
DOI:10.1021/jm980068d