(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

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Chemical Name:(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
CAS No.:163131-00-8
Molecular Formula:C₄₇H₅₈N₈O₁₀S
Molecular Weight:927.091
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 6 articles about (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 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: 86.0%

: 605-65-2
5-(dimethylamino)naphth-1-ylsulfonyl chloride

: 163130-99-2
(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

: 163131-00-8
(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

Guidance literature:: With triethylamine; In dichloromethane; for 24h;
DOI:10.1021/jm00010a019

Reference yield:

: 104882-10-2
(2S,3R,4S)-2-[(tert-butyloxycarbonyl)amino]-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

: 163131-00-8
(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

Guidance literature:: Multi-step reaction with 6 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

5: 87 percent / TFA / CH₂Cl₂ / 1 h

6: 86 percent / Et₃N / CH₂Cl₂ / 24 h

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00010a019

Reference yield:

: 122621-77-6
(2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

: 163131-00-8
(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

Guidance literature:: Multi-step reaction with 5 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

4: 87 percent / TFA / CH₂Cl₂ / 1 h

5: 86 percent / Et₃N / CH₂Cl₂ / 24 h

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00010a019