(S)-N-{(S)-1-[1-Benzylcarbamoyl-1-(2-hydroxy-ethyl)-butylcarbamoyl]-2-dimethylcarbamoyl-ethyl}-3-benzyloxycarbonylamino-succinamic acid benzyl ester

Base Information

Chemical Name:(S)-N-{(S)-1-[1-Benzylcarbamoyl-1-(2-hydroxy-ethyl)-butylcarbamoyl]-2-dimethylcarbamoyl-ethyl}-3-benzyloxycarbonylamino-succinamic acid benzyl ester
CAS No.:872984-11-7
Molecular Formula:C₃₉H₄₉N₅O₉
Molecular Weight:731.846
Hs Code.:

(S)-N-{(S)-1-[1-Benzylcarbamoyl-1-(2-hydroxy-ethyl)-butylcarbamoyl]-2-dimethylcarbamoyl-ethyl}-3-benzyloxycarbonylamino-succinamic acid benzyl ester

Synonyms:(S)-N-{(S)-1-[1-Benzylcarbamoyl-1-(2-hydroxy-ethyl)-butylcarbamoyl]-2-dimethylcarbamoyl-ethyl}-3-benzyloxycarbonylamino-succinamic acid benzyl ester

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Chemical Property of (S)-N-{(S)-1-[1-Benzylcarbamoyl-1-(2-hydroxy-ethyl)-butylcarbamoyl]-2-dimethylcarbamoyl-ethyl}-3-benzyloxycarbonylamino-succinamic acid benzyl ester

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Technology Process of (S)-N-{(S)-1-[1-Benzylcarbamoyl-1-(2-hydroxy-ethyl)-butylcarbamoyl]-2-dimethylcarbamoyl-ethyl}-3-benzyloxycarbonylamino-succinamic acid benzyl ester

There total 10 articles about (S)-N-{(S)-1-[1-Benzylcarbamoyl-1-(2-hydroxy-ethyl)-butylcarbamoyl]-2-dimethylcarbamoyl-ethyl}-3-benzyloxycarbonylamino-succinamic 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: 77.0%

: 872983-62-5
(3S)-N-((1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-3-dimethylamino-3-oxopropyl)-3-(benzyloxycarbonylamino)succinamic acid benzyl ester

: 872984-11-7
(S)-N-{(S)-1-[1-Benzylcarbamoyl-1-(2-hydroxy-ethyl)-butylcarbamoyl]-2-dimethylcarbamoyl-ethyl}-3-benzyloxycarbonylamino-succinamic acid benzyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/j.bmc.2005.08.019

Reference yield:

: 872983-41-0
3-amino-3-propyldihydrofuran-2-one

: 872984-11-7
(S)-N-{(S)-1-[1-Benzylcarbamoyl-1-(2-hydroxy-ethyl)-butylcarbamoyl]-2-dimethylcarbamoyl-ethyl}-3-benzyloxycarbonylamino-succinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / 2-phenylbenzoxazole; ethyldiisopropylamine / CH₂Cl₂ / 0 °C

2: 1.22 g / lithium hydroxide / tetrahydrofuran; H₂O / 0 °C

3: 1.63 g / imidazole / CH₂Cl₂ / 0 °C

4: 1.55 g / 1-hydroxy-1H-benzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; triethylamine / CH₂Cl₂ / 0 °C

5: 100 percent / H₂ / Pd-C / methanol / 20 °C

6: 71 percent / 1-hydroxy-1H-benzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; triethylamine / CH₂Cl₂ / 0 °C

7: 77 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; lithium hydroxide; 2-phenylbenzo[d]oxazole; tetrabutyl ammonium fluoride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/j.bmc.2005.08.019

Reference yield:

: 2-amino-2-(2-hydroxy-ethyl)-pentanoic acid

: 872984-11-7
(S)-N-{(S)-1-[1-Benzylcarbamoyl-1-(2-hydroxy-ethyl)-butylcarbamoyl]-2-dimethylcarbamoyl-ethyl}-3-benzyloxycarbonylamino-succinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 2.4 g / hydrochloric acid / 16 h / Heating

2: 90 percent / 2-phenylbenzoxazole; ethyldiisopropylamine / CH₂Cl₂ / 0 °C

3: 1.22 g / lithium hydroxide / tetrahydrofuran; H₂O / 0 °C

4: 1.63 g / imidazole / CH₂Cl₂ / 0 °C

5: 1.55 g / 1-hydroxy-1H-benzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; triethylamine / CH₂Cl₂ / 0 °C

6: 100 percent / H₂ / Pd-C / methanol / 20 °C

7: 71 percent / 1-hydroxy-1H-benzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; triethylamine / CH₂Cl₂ / 0 °C

8: 77 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; hydrogenchloride; lithium hydroxide; 2-phenylbenzo[d]oxazole; tetrabutyl ammonium fluoride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/j.bmc.2005.08.019