(S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid benzyl ester

Base Information

• Chemical Name: (S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid benzyl ester
• CAS No.: 1025831-19-9
• Molecular Formula: C₄₉H₆₆N₈O₁₂
• Molecular Weight: 959.109

Synonyms:(S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid benzyl ester

Chemical Property of (S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid benzyl ester

Chemical Property:

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Safty Information:

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Technology Process of (S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid benzyl ester

There total 12 articles about (S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-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:

2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate (3496-11-5) → (S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid benzyl ester (1025831-19-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 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: 78 percent / N-methylmorpholine hydrochloride / dimethylformamide / 4 h / -10 - 0 °C / '

4: trifluoroacetic acid TFA / CH₂Cl₂ / 1 h / 0 °C

5: N-methylmorpholine NMM, N,N'-dicyclohexylcarbodiimide DCC, HOBt / dimethylformamide / 1.) 0 deg C, 2 h, 2.) RT, 24 h

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

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

Reference yield:

H-Val-Gly-NH2 (98035-61-1) → (S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid benzyl ester (1025831-19-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 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: 78 percent / N-methylmorpholine hydrochloride / dimethylformamide / 4 h / -10 - 0 °C / '

4: trifluoroacetic acid TFA / CH₂Cl₂ / 1 h / 0 °C

5: N-methylmorpholine NMM, N,N'-dicyclohexylcarbodiimide DCC, HOBt / dimethylformamide / 1.) 0 deg C, 2 h, 2.) RT, 24 h

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

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

Reference yield:

Z-L-valylglycinamide (33477-43-9) → (S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid benzyl ester (1025831-19-9)

Guidance literature:

Multi-step reaction with 6 steps

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

2: 82 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: 78 percent / N-methylmorpholine hydrochloride / dimethylformamide / 4 h / -10 - 0 °C / '

5: trifluoroacetic acid TFA / CH₂Cl₂ / 1 h / 0 °C

6: N-methylmorpholine NMM, N,N'-dicyclohexylcarbodiimide DCC, HOBt / dimethylformamide / 1.) 0 deg C, 2 h, 2.) RT, 24 h

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

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

upstream raw materials:

H-Asp(OBzl)-Val-Val-Gly-NH₂

Boc-Tyr-D-Ala-Phe-OH

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

L-phenylalanine

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