4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-2-((1S,2R)-1-cyclohexylmethyl-3-ethoxycarbonylmethanesulfonyl-2-hydroxy-propylcarbamoyl)-ethyl]-imidazole-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-2-((1S,2R)-1-cyclohexylmethyl-3-ethoxycarbonylmethanesulfonyl-2-hydroxy-propylcarbamoyl)-ethyl]-imidazole-1-carboxylic acid tert-butyl ester
• CAS No.: 142843-17-2
• Molecular Formula: C₃₉H₅₉N₅O₁₁S
• Molecular Weight: 805.99

Synonyms:

Chemical Property of 4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-2-((1S,2R)-1-cyclohexylmethyl-3-ethoxycarbonylmethanesulfonyl-2-hydroxy-propylcarbamoyl)-ethyl]-imidazole-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-2-((1S,2R)-1-cyclohexylmethyl-3-ethoxycarbonylmethanesulfonyl-2-hydroxy-propylcarbamoyl)-ethyl]-imidazole-1-carboxylic acid tert-butyl ester

There total 4 articles about 4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-2-((1S,2R)-1-cyclohexylmethyl-3-ethoxycarbonylmethanesulfonyl-2-hydroxy-propylcarbamoyl)-ethyl]-imidazole-1-carboxylic 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:

(2R,3S)-3-(t-butoxycarbonylamino)-4-cyclohexyl-1,2-epoxybutane (107202-61-9) → 4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-2-((1S,2R)-1-cyclohexylmethyl-3-ethoxycarbonylmethanesulfonyl-2-hydroxy-propylcarbamoyl)-ethyl]-imidazole-1-carboxylic acid tert-butyl ester (142843-17-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / triethylamine / ethanol

2: 89 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1.5 h / Ambient temperature

3: ethanolic HCl / 1 h / Ambient temperature

4: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP), triethylamine / CH₂Cl₂ / 17 h / Ambient temperature

With hydrogenchloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane;

DOI:10.1021/jm00093a009

Reference yield:

ethyl 2-<<(2R,3S)-3-<(tert-butoxycarbonyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetate (142843-07-0) → 4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-2-((1S,2R)-1-cyclohexylmethyl-3-ethoxycarbonylmethanesulfonyl-2-hydroxy-propylcarbamoyl)-ethyl]-imidazole-1-carboxylic acid tert-butyl ester (142843-17-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1.5 h / Ambient temperature

2: ethanolic HCl / 1 h / Ambient temperature

3: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP), triethylamine / CH₂Cl₂ / 17 h / Ambient temperature

With hydrogenchloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/jm00093a009

Reference yield:

ethyl 2-<<(2R,3S)-3-<(tert-butoxycarbonyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>sulfonyl>acetate (142843-09-2) → 4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-2-((1S,2R)-1-cyclohexylmethyl-3-ethoxycarbonylmethanesulfonyl-2-hydroxy-propylcarbamoyl)-ethyl]-imidazole-1-carboxylic acid tert-butyl ester (142843-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanolic HCl / 1 h / Ambient temperature

2: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP), triethylamine / CH₂Cl₂ / 17 h / Ambient temperature

With hydrogenchloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane;

DOI:10.1021/jm00093a009

upstream raw materials:

Boc-L-phenylalanyl-N^im-Boc-L-histidine

(2R,3S)-3-(t-butoxycarbonylamino)-4-cyclohexyl-1,2-epoxybutane

ethyl 2-<<(2R,3S)-3-<(tert-butoxycarbonyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetate

ethyl 2-<<(2R,3S)-3-<(tert-butoxycarbonyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>sulfonyl>acetate

Downstream raw materials:

{(S)-1-[(S)-1-{(1S,2R)-3-[(1-Benzyl-piperidin-4-ylcarbamoyl)-methanesulfonyl]-1-cyclohexylmethyl-2-hydroxy-propylcarbamoyl}-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

{(S)-1-[(S)-1-{(1S,2R)-1-Cyclohexylmethyl-2-hydroxy-3-[(2-morpholin-4-yl-ethylcarbamoyl)-methanesulfonyl]-propylcarbamoyl}-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

{(S)-1-[(S)-1-{(1S,2R)-1-Cyclohexylmethyl-2-hydroxy-3-[2-(4-methyl-piperazin-1-yl)-2-oxo-ethanesulfonyl]-propylcarbamoyl}-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

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