((S)-2-{(S)-2-[(S)-2-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-3-carbamoyl-propionylamino]-3-methyl-butyrylamino}-3-methyl-butyrylamino)-acetic acid ethyl ester

Base Information

• Chemical Name: ((S)-2-{(S)-2-[(S)-2-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-3-carbamoyl-propionylamino]-3-methyl-butyrylamino}-3-methyl-butyrylamino)-acetic acid ethyl ester
• CAS No.: 1027166-82-0
• Molecular Formula: C₄₄H₆₄N₈O₁₂
• Molecular Weight: 897.039

Synonyms:((S)-2-{(S)-2-[(S)-2-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-3-carbamoyl-propionylamino]-3-methyl-butyrylamino}-3-methyl-butyrylamino)-acetic acid ethyl ester

Chemical Property of ((S)-2-{(S)-2-[(S)-2-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-3-carbamoyl-propionylamino]-3-methyl-butyrylamino}-3-methyl-butyrylamino)-acetic acid ethyl ester

Chemical Property:

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Technology Process of ((S)-2-{(S)-2-[(S)-2-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-3-carbamoyl-propionylamino]-3-methyl-butyrylamino}-3-methyl-butyrylamino)-acetic acid ethyl ester

There total 10 articles about ((S)-2-{(S)-2-[(S)-2-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-3-carbamoyl-propionylamino]-3-methyl-butyrylamino}-3-methyl-butyrylamino)-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:

2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate (3496-11-5) → ((S)-2-{(S)-2-[(S)-2-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-3-carbamoyl-propionylamino]-3-methyl-butyrylamino}-3-methyl-butyrylamino)-acetic acid ethyl ester (1027166-82-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 78 percent / N,N'-diisopropylethylamine DIEA, HOBt / dimethylformamide / 0 - 20 °C

2: H₂ / 5percent Pd/C / acetic acid; propan-2-ol / 760 Torr / Ambient temperature

3: 64 percent / N,N'-diisopropylethylamine DIEA, HOBt / dimethylformamide / 0 - 20 °C

4: H₂ / 5percent Pd/C / acetic acid; propan-2-ol / 760 Torr / Ambient temperature

5: N-methylmorpholine NMM, HOBt, N,N'-dicyclohexylcarbodiimide DCC / dimethylformamide / 0 deg C, 2 h, 2.) RT, 24 h

With 4-methyl-morpholine; hydrogen; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In acetic acid; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/0223-5234(92)90113-F

Reference yield:

ethyl N-(benzyloxycarbonyl)-L-valylglycinate (2766-17-8) → ((S)-2-{(S)-2-[(S)-2-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-3-carbamoyl-propionylamino]-3-methyl-butyrylamino}-3-methyl-butyrylamino)-acetic acid ethyl ester (1027166-82-0)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / 5percent Pd/C / acetic acid; propan-2-ol / 760 Torr / Ambient temperature

2: 78 percent / N,N'-diisopropylethylamine DIEA, HOBt / dimethylformamide / 0 - 20 °C

3: H₂ / 5percent Pd/C / acetic acid; propan-2-ol / 760 Torr / Ambient temperature

4: 64 percent / N,N'-diisopropylethylamine DIEA, HOBt / dimethylformamide / 0 - 20 °C

5: H₂ / 5percent Pd/C / acetic acid; propan-2-ol / 760 Torr / Ambient temperature

6: N-methylmorpholine NMM, HOBt, N,N'-dicyclohexylcarbodiimide DCC / dimethylformamide / 0 deg C, 2 h, 2.) RT, 24 h

With 4-methyl-morpholine; hydrogen; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In acetic acid; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/0223-5234(92)90113-F

Reference yield:

ethyl L-valylglycinate (60654-81-1) → ((S)-2-{(S)-2-[(S)-2-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-3-carbamoyl-propionylamino]-3-methyl-butyrylamino}-3-methyl-butyrylamino)-acetic acid ethyl ester (1027166-82-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 78 percent / N,N'-diisopropylethylamine DIEA, HOBt / dimethylformamide / 0 - 20 °C

2: H₂ / 5percent Pd/C / acetic acid; propan-2-ol / 760 Torr / Ambient temperature

3: 64 percent / N,N'-diisopropylethylamine DIEA, HOBt / dimethylformamide / 0 - 20 °C

4: H₂ / 5percent Pd/C / acetic acid; propan-2-ol / 760 Torr / Ambient temperature

5: N-methylmorpholine NMM, HOBt, N,N'-dicyclohexylcarbodiimide DCC / dimethylformamide / 0 deg C, 2 h, 2.) RT, 24 h

With 4-methyl-morpholine; hydrogen; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In acetic acid; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/0223-5234(92)90113-F

upstream raw materials:

Asn-Val-Val-Gly-OEt

Boc-Tyr-D-Ala-Phe-OH

2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate

ethyl N-(benzyloxycarbonyl)-L-valylglycinate

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