(S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{[(S)-1-((S)-1-carbamoyl-2-methyl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-methyl}-succinamic acid tert-butyl 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-carbamoyl-2-methyl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-methyl}-succinamic acid tert-butyl ester
• CAS No.: 1026283-37-3
• Molecular Formula: C₄₆H₆₈N₈O₁₂
• Molecular Weight: 925.092

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-carbamoyl-2-methyl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-methyl}-succinamic acid tert-butyl 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-carbamoyl-2-methyl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-methyl}-succinamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

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-carbamoyl-2-methyl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-methyl}-succinamic acid tert-butyl ester

There total 13 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-carbamoyl-2-methyl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-methyl}-succinamic acid tert-butyl 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-carbamoyl-2-methyl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-methyl}-succinamic acid tert-butyl ester (1026283-37-3)

Guidance literature:

Multi-step reaction with 7 steps

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

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

3: 80 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: 74 percent / N-methylmorpholine hydrochloride / dimethylformamide / 4 h / -10 - 0 °C / '

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

7: N-methylmorpholine NMM, HOBt, N,N'-dicyclohexylcarbodiimide DCC / 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; palladium on activated charcoal; In acetic acid; N,N-dimethyl-formamide; isopropyl alcohol;

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

Reference yield:

L-valinamide (4540-60-7,20108-78-5) → (S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{[(S)-1-((S)-1-carbamoyl-2-methyl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-methyl}-succinamic acid tert-butyl ester (1026283-37-3)

Guidance literature:

Multi-step reaction with 7 steps

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

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

3: 80 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: 74 percent / N-methylmorpholine hydrochloride / dimethylformamide / 4 h / -10 - 0 °C / '

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

7: N-methylmorpholine NMM, HOBt, N,N'-dicyclohexylcarbodiimide DCC / 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; palladium on activated charcoal; In acetic acid; N,N-dimethyl-formamide; isopropyl alcohol;

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

Reference yield:

(S)-3-Benzyloxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid tert-butyl ester (41446-22-4) → (S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{[(S)-1-((S)-1-carbamoyl-2-methyl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-methyl}-succinamic acid tert-butyl ester (1026283-37-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / N-methylmorpholine hydrochloride / dimethylformamide / 4 h / -10 - 0 °C / '

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

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

With 4-methyl-morpholine; hydrogen; N-methylmorpholine hydrochloride; benzotriazol-1-ol; 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:

Asp(OtBu)-Gly-Val-Val-NH₂

Boc-Tyr-D-Ala-Phe-OH

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

L-valinamide

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