((S)-1-{(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-[3-(2,4-dinitro-phenyl)-3H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: ((S)-1-{(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-[3-(2,4-dinitro-phenyl)-3H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester
• CAS No.: 163130-97-0
• Molecular Formula: C₄₀H₅₅N₇O₁₀
• Molecular Weight: 793.918

Synonyms:((S)-1-{(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-[3-(2,4-dinitro-phenyl)-3H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

Chemical Property of ((S)-1-{(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-[3-(2,4-dinitro-phenyl)-3H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of ((S)-1-{(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-[3-(2,4-dinitro-phenyl)-3H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

There total 4 articles about ((S)-1-{(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-[3-(2,4-dinitro-phenyl)-3H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic 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:

(2S,3R,4S)-2-[(tert-butyloxycarbonyl)amino]-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (104882-10-2) → ((S)-1-{(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-[3-(2,4-dinitro-phenyl)-3H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester (163130-97-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 434 mg / TFA / CH₂Cl₂ / 1 h

2: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP*PF₆), iPr₂NEt / dimethylformamide / 1 h

3: 93 percent / TFA / CH₂Cl₂ / 1 h

4: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP*PF₆), iPr₂NEt / dimethylformamide / 1 h

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00010a019

Reference yield:

(2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (122621-77-6) → ((S)-1-{(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-[3-(2,4-dinitro-phenyl)-3H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester (163130-97-0)

Guidance literature:

Multi-step reaction with 3 steps

1: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP*PF₆), iPr₂NEt / dimethylformamide / 1 h

2: 93 percent / TFA / CH₂Cl₂ / 1 h

3: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP*PF₆), iPr₂NEt / dimethylformamide / 1 h

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00010a019

Reference yield:

{(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-[3-(2,4-dinitro-phenyl)-3H-imidazol-4-yl]-ethyl}-carbamic acid tert-butyl ester (163130-96-9) → ((S)-1-{(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-[3-(2,4-dinitro-phenyl)-3H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester (163130-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / TFA / CH₂Cl₂ / 1 h

2: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP*PF₆), iPr₂NEt / dimethylformamide / 1 h

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00010a019

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

(S)-2-Amino-N-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-3-[3-(2,4-dinitro-phenyl)-3H-imidazol-4-yl]-propionamide

(2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

(2S,3R,4S)-2-[(tert-butyloxycarbonyl)amino]-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Downstream raw materials:

(S)-N-{(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-[3-(2,4-dinitro-phenyl)-3H-imidazol-4-yl]-ethyl}-2-(5-dimethylamino-naphthalene-1-sulfonylamino)-3-phenyl-propionamide

(S)-2-Amino-N-{(S)-1-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-[3-(2,4-dinitro-phenyl)-3H-imidazol-4-yl]-ethyl}-3-phenyl-propionamide

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