(S)-4-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-3-phenyl-propionylamino]-6-(trityl-carbamoyl)-hexanoic acid ethyl ester

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Chemical Name:(S)-4-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-3-phenyl-propionylamino]-6-(trityl-carbamoyl)-hexanoic acid ethyl ester
CAS No.:211869-49-7
Molecular Formula:C₅₁H₅₈N₄O₇
Molecular Weight:839.044
Hs Code.:

Synonyms:(S)-4-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-3-phenyl-propionylamino]-6-(trityl-carbamoyl)-hexanoic acid ethyl ester

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Chemical Property of (S)-4-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-3-phenyl-propionylamino]-6-(trityl-carbamoyl)-hexanoic acid ethyl ester

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Technology Process of (S)-4-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-3-phenyl-propionylamino]-6-(trityl-carbamoyl)-hexanoic acid ethyl ester

There total 7 articles about (S)-4-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-3-phenyl-propionylamino]-6-(trityl-carbamoyl)-hexanoic 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:

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

: 211869-49-7
(S)-4-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-3-phenyl-propionylamino]-6-(trityl-carbamoyl)-hexanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 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: H₂ / 10percent Pd/C / ethanol / 16 h / 23 °C

6: HCl / dioxane / 1.5 h / 23 °C

7: 4-methylmorpholine, 1-hydroxybenzotriazole hydrate, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 21 h / 23 °C

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

Reference yield:

: 199005-58-8
(S,E)-ethyl 4-(tert-butoxycarbonylamino)-7-oxo-7-(tritylamino)-hept-2-enoate

: 211869-49-7
(S)-4-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-3-phenyl-propionylamino]-6-(trityl-carbamoyl)-hexanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / 10percent Pd/C / ethanol / 16 h / 23 °C

2: HCl / dioxane / 1.5 h / 23 °C

3: 4-methylmorpholine, 1-hydroxybenzotriazole hydrate, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 21 h / 23 °C

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

Reference yield:

: 199005-56-6
[(S)-1-(Methoxy-methyl-carbamoyl)-3-(trityl-carbamoyl)-propyl]-carbamic acid tert-butyl ester

: 211869-49-7
(S)-4-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-3-phenyl-propionylamino]-6-(trityl-carbamoyl)-hexanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

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

2: 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

3: H₂ / 10percent Pd/C / ethanol / 16 h / 23 °C

4: HCl / dioxane / 1.5 h / 23 °C

5: 4-methylmorpholine, 1-hydroxybenzotriazole hydrate, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 21 h / 23 °C

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