(S)-2-(trans-N¹-((S)-1-[((S)-(methylcarbamoyl)(cyclohexyl)methyl)carbamoyl]-2,2-dimethylpropylcarbamoyl)-4-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-ene-1,2-dicarbonylamino)pentanoic acid tert-butyl ester

Base Information

• Chemical Name: (S)-2-(trans-N¹-((S)-1-[((S)-(methylcarbamoyl)(cyclohexyl)methyl)carbamoyl]-2,2-dimethylpropylcarbamoyl)-4-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-ene-1,2-dicarbonylamino)pentanoic acid tert-butyl ester
• CAS No.: 925240-48-8
• Molecular Formula: C₄₇H₆₃N₅O₈
• Molecular Weight: 826.046

Synonyms:(S)-2-(trans-N¹-((S)-1-[((S)-(methylcarbamoyl)(cyclohexyl)methyl)carbamoyl]-2,2-dimethylpropylcarbamoyl)-4-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-ene-1,2-dicarbonylamino)pentanoic acid tert-butyl ester

Chemical Property of (S)-2-(trans-N¹-((S)-1-[((S)-(methylcarbamoyl)(cyclohexyl)methyl)carbamoyl]-2,2-dimethylpropylcarbamoyl)-4-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-ene-1,2-dicarbonylamino)pentanoic acid tert-butyl ester

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Technology Process of (S)-2-(trans-N¹-((S)-1-[((S)-(methylcarbamoyl)(cyclohexyl)methyl)carbamoyl]-2,2-dimethylpropylcarbamoyl)-4-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-ene-1,2-dicarbonylamino)pentanoic acid tert-butyl ester

There total 8 articles about (S)-2-(trans-N¹-((S)-1-[((S)-(methylcarbamoyl)(cyclohexyl)methyl)carbamoyl]-2,2-dimethylpropylcarbamoyl)-4-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-ene-1,2-dicarbonylamino)pentanoic 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: 64.0%

(S)-2-amino-N-((S)-cyclohexyl(methylcarbamoyl)methyl)-3,3-dimethylbutyramide (862119-02-6) + trans-5-[((S)-1-tert-butoxycarbonylbutyl)carbamoyl]-3-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-enecarboxylic acid → (S)-2-(trans-N1-((S)-1-[((S)-(methylcarbamoyl)(cyclohexyl)methyl)carbamoyl]-2,2-dimethylpropylcarbamoyl)-4-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-ene-1,2-dicarbonylamino)pentanoic acid tert-butyl ester (925240-48-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 0 ℃; for 14h;

DOI:10.1016/j.bmc.2006.10.044

Reference yield:

(S)-((S)-2-tert-butoxycarbonylamino-3,3-dimethylbutyrylamino)cyclohexylacetic acid methyl ester (862119-00-4) → (S)-2-(trans-N1-((S)-1-[((S)-(methylcarbamoyl)(cyclohexyl)methyl)carbamoyl]-2,2-dimethylpropylcarbamoyl)-4-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-ene-1,2-dicarbonylamino)pentanoic acid tert-butyl ester (925240-48-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: aq. LiOH / dioxane / 4 h / cooling

1.2: 0.29 g / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium PF₆; ethyldiisopropylamine / dimethylformamide / 3 h / cooling

2.1: 95 percent / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 3 h

3.1: 64 percent / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium PF₆; ethyldiisopropylamine / dimethylformamide / 14 h / 0 °C

With triethylsilane; lithium hydroxide; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2006.10.044

Reference yield:

tert-butyl (S)-1-((S)-(methylcarbamoyl)(cyclohexyl)methylcarbamoyl)-2,2-dimethylpropylcarbamate (862118-90-9) → (S)-2-(trans-N1-((S)-1-[((S)-(methylcarbamoyl)(cyclohexyl)methyl)carbamoyl]-2,2-dimethylpropylcarbamoyl)-4-(7-methoxy-2-phenylquinolin-4-yloxy)cyclopent-1-ene-1,2-dicarbonylamino)pentanoic acid tert-butyl ester (925240-48-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 3 h

2: 64 percent / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium PF₆; ethyldiisopropylamine / dimethylformamide / 14 h / 0 °C

With triethylsilane; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2006.10.044

upstream raw materials:

(S)-2-amino-N-((S)-cyclohexyl(methylcarbamoyl)methyl)-3,3-dimethylbutyramide

(S)-((S)-2-tert-butoxycarbonylamino-3,3-dimethylbutyrylamino)cyclohexylacetic acid methyl ester

tert-butyl (S)-1-((S)-(methylcarbamoyl)(cyclohexyl)methylcarbamoyl)-2,2-dimethylpropylcarbamate

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