{(S)-1-[(S)-1-((R)-2,2-Difluoro-1-(4-methoxy-phenylamino)-2-{(S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {(S)-1-[(S)-1-((R)-2,2-Difluoro-1-(4-methoxy-phenylamino)-2-{(S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-carbamic acid tert-butyl ester
• CAS No.: 109553-30-2
• Molecular Formula: C₄₅H₆₀F₂N₈O₈S
• Molecular Weight: 911.083

Synonyms:

Chemical Property of {(S)-1-[(S)-1-((R)-2,2-Difluoro-1-(4-methoxy-phenylamino)-2-{(S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-1-[(S)-1-((R)-2,2-Difluoro-1-(4-methoxy-phenylamino)-2-{(S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-carbamic acid tert-butyl ester

There total 16 articles about {(S)-1-[(S)-1-((R)-2,2-Difluoro-1-(4-methoxy-phenylamino)-2-{(S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-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:

N-L-isoleucyl-2-pyridylmethylamine (97920-16-6) → N-im-tosyl-L-histidyl>amino>-2,2-difluoro-3(S)-<(4-methoxyphenyl)amino>-6-methylheptanoyl>-L-isoleucyl>-2-pyridylmethylamine (109553-30-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / CH₂Cl₂ / 18 h

2: trifluoroacetic acid / CH₂Cl₂ / 1 h / Ambient temperature

3: diisopropylethylamine, diethylphosphoryl cyanide / CH₂Cl₂ / 20 h / Ambient temperature

With diethylphosphoryl cyanide; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00393a026

Reference yield:

N-L-isoleucyl-2-pyridylmethylamine (97920-16-6) → {(S)-1-[(S)-1-((R)-2,2-Difluoro-1-(4-methoxy-phenylamino)-2-{(S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-carbamic acid tert-butyl ester (109553-30-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / CH₂Cl₂ / 18 h

2: trifluoroacetic acid / CH₂Cl₂ / 1 h / Ambient temperature

3: diisopropylethylamine, diethylphosphoryl cyanide / CH₂Cl₂ / 20 h / Ambient temperature

With diethylphosphoryl cyanide; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00393a026

Reference yield:

4-methoxy-aniline (104-94-9) → N-im-tosyl-L-histidyl>amino>-2,2-difluoro-3(S)-<(4-methoxyphenyl)amino>-6-methylheptanoyl>-L-isoleucyl>-2-pyridylmethylamine (109553-30-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 72 percent / diisopropylethylamine, bis(2-oxo-3-oxazolidinyl)phosphinic chloride / CH₂Cl₂ / 15 h / Ambient temperature

2: 100 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 2 h / Ambient temperature

3: 1M aq. NaOH / tetrahydrofuran / 20 h

4: 100 percent / 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / CH₂Cl₂ / 18 h

5: trifluoroacetic acid / CH₂Cl₂ / 1 h / Ambient temperature

6: diisopropylethylamine, diethylphosphoryl cyanide / CH₂Cl₂ / 20 h / Ambient temperature

With sodium hydroxide; diethylphosphoryl cyanide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00393a026

upstream raw materials:

Boc-His(Tos)-OH

N-L-isoleucyl-2-pyridylmethylamine

4-methoxy-aniline

sodium 4(S)-<(tert-butoxycarbonyl)amino>-2,2-difluoro-3(S)-<(4-methoxyphenyl)amino>-6-methylheptanoate

Downstream raw materials:

N-im-tosyl-L-histidyl>amino>-2,2-difluoro-3(S)-<(4-methoxyphenyl)amino>-6-methylheptanoyl>-L-isoleucyl>-2-pyridylmethylamine

N-amino>-2,2-difluoro-3(S)-amino-6-methylheptanoyl>-L-isoleucyl>-2-pyridylmethylamine

N-im-tosyl-L-histidyl>amino>-2,2-difluoro-3(S)-amino-6-methylheptanoyl>-L-isoleucyl>-2-pyridylmethylamine

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

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