{(S)-1-[(S)-1-((1S,2R)-1-Cyclohexylmethyl-3,3-difluoro-2-hydroxy-3-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-propylcarbamoyl)-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {(S)-1-[(S)-1-((1S,2R)-1-Cyclohexylmethyl-3,3-difluoro-2-hydroxy-3-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-propylcarbamoyl)-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester
• CAS No.: 103322-65-2
• Molecular Formula: C₄₃H₆₀F₂N₈O₇
• Molecular Weight: 838.996

Synonyms:

Chemical Property of {(S)-1-[(S)-1-((1S,2R)-1-Cyclohexylmethyl-3,3-difluoro-2-hydroxy-3-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-propylcarbamoyl)-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Chemical Property:

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Useful:

Technology Process of {(S)-1-[(S)-1-((1S,2R)-1-Cyclohexylmethyl-3,3-difluoro-2-hydroxy-3-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-propylcarbamoyl)-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

There total 13 articles about {(S)-1-[(S)-1-((1S,2R)-1-Cyclohexylmethyl-3,3-difluoro-2-hydroxy-3-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-propylcarbamoyl)-2-(1H-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:

C50H66F2N8O9S → {(S)-1-[(S)-1-((1S,2R)-1-Cyclohexylmethyl-3,3-difluoro-2-hydroxy-3-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-propylcarbamoyl)-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester (103322-65-2)

Guidance literature:

With benzotriazol-1-ol; In methanol; for 14h; Ambient temperature;

DOI:10.1021/jm00160a048

Reference yield:

2-(Aminomethyl)pyridine (3731-51-9) → {(S)-1-[(S)-1-((1S,2R)-1-Cyclohexylmethyl-3,3-difluoro-2-hydroxy-3-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-propylcarbamoyl)-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester (103322-65-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 88 percent / 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / CH₂Cl₂ / 14 h / Ambient temperature

2: 100 percent / CF₃COOH / CH₂Cl₂ / 1 h / Ambient temperature

3: 1-hydroxybentriazole, dicyclohexylcarbodiimide / CH₂Cl₂ / 48 h

4: CF₃COOH / CH₂Cl₂ / 1 h / Ambient temperature

5: Et₃N, diethylphosphoryl cyanide / CH₂Cl₂ / 15 h

6: CF₃COOH / CH₂Cl₂ / 1 h / Ambient temperature

7: Et₃N, diethylphosphoryl cyanide / CH₂Cl₂

8: 1-hydroxybenzotriazole / methanol / 14 h / Ambient temperature

With diethylphosphoryl cyanide; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dichloromethane;

DOI:10.1021/jm00160a048

Reference yield:

N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) → {(S)-1-[(S)-1-((1S,2R)-1-Cyclohexylmethyl-3,3-difluoro-2-hydroxy-3-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-propylcarbamoyl)-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester (103322-65-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 88 percent / 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / CH₂Cl₂ / 14 h / Ambient temperature

2: 100 percent / CF₃COOH / CH₂Cl₂ / 1 h / Ambient temperature

3: 1-hydroxybentriazole, dicyclohexylcarbodiimide / CH₂Cl₂ / 48 h

4: CF₃COOH / CH₂Cl₂ / 1 h / Ambient temperature

5: Et₃N, diethylphosphoryl cyanide / CH₂Cl₂ / 15 h

6: CF₃COOH / CH₂Cl₂ / 1 h / Ambient temperature

7: Et₃N, diethylphosphoryl cyanide / CH₂Cl₂

8: 1-hydroxybenzotriazole / methanol / 14 h / Ambient temperature

With diethylphosphoryl cyanide; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dichloromethane;

DOI:10.1021/jm00160a048

upstream raw materials:

2-(Aminomethyl)pyridine

N-(tert-butyloxycarbonyl)-L-isoleucine

(S)-2-(t-butoxycarbonylamino)-3-cyclohexyl-1-propanal

tert-butyl [(1S)-2-cyclohexyl-1-(hydroxymethyl)ethyl]carbamate

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