(2R,3R,4R,5S)-3,4-dihydroxy-7-methyl-N-{(2S,3S)-3-methyl-1-oxo-1-[(pyridin-2-ylmethyl)amino]pentan-2-yl}-2-(2-methylpropyl)-5-({N-[(naphthalen-1-yloxy)acetyl]-L-histidyl}amino)octanamide

Base Information

• Chemical Name: (2R,3R,4R,5S)-3,4-dihydroxy-7-methyl-N-{(2S,3S)-3-methyl-1-oxo-1-[(pyridin-2-ylmethyl)amino]pentan-2-yl}-2-(2-methylpropyl)-5-({N-[(naphthalen-1-yloxy)acetyl]-L-histidyl}amino)octanamide
• CAS No.: 134483-83-3
• Molecular Formula: C43H59N7O7
• Molecular Weight: 785.9713

Synonyms:

Chemical Property of (2R,3R,4R,5S)-3,4-dihydroxy-7-methyl-N-{(2S,3S)-3-methyl-1-oxo-1-[(pyridin-2-ylmethyl)amino]pentan-2-yl}-2-(2-methylpropyl)-5-({N-[(naphthalen-1-yloxy)acetyl]-L-histidyl}amino)octanamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1130.7°C at 760 mmHg
• Flash Point: 637.6°C
• Density: 1.205g/cm³

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2R,3R,4R,5S)-3,4-dihydroxy-7-methyl-N-{(2S,3S)-3-methyl-1-oxo-1-[(pyridin-2-ylmethyl)amino]pentan-2-yl}-2-(2-methylpropyl)-5-({N-[(naphthalen-1-yloxy)acetyl]-L-histidyl}amino)octanamide

There total 5 articles about (2R,3R,4R,5S)-3,4-dihydroxy-7-methyl-N-{(2S,3S)-3-methyl-1-oxo-1-[(pyridin-2-ylmethyl)amino]pentan-2-yl}-2-(2-methylpropyl)-5-({N-[(naphthalen-1-yloxy)acetyl]-L-histidyl}amino)octanamide 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:

4-{(S)-2-((1S,2R,3R,4R)-2,3-Dihydroxy-1-isobutyl-6-methyl-4-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-heptylcarbamoyl)-2-[2-(naphthalen-1-yloxy)-acetylamino]-ethyl}-imidazole-1-carboxylic acid tert-butyl ester (134458-63-2) → (2R,3R,4R,5S)-3,4-Dihydroxy-5-{(S)-3-(1H-imidazol-4-yl)-2-[2-(naphthalen-1-yloxy)-acetylamino]-propionylamino}-2-isobutyl-7-methyl-octanoic acid {(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butyl}-amide (134483-83-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 0.25h;

DOI:10.1021/jm00112a005

Reference yield:

N-L-isoleucyl-2-pyridylmethylamine (97920-16-6) → (2R,3R,4R,5S)-3,4-Dihydroxy-5-{(S)-3-(1H-imidazol-4-yl)-2-[2-(naphthalen-1-yloxy)-acetylamino]-propionylamino}-2-isobutyl-7-methyl-octanoic acid {(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butyl}-amide (134483-83-3)

Guidance literature:

Multi-step reaction with 4 steps

1: diisopropylethylamine, diethylphosphoryl cyanide / CH₂Cl₂ / 14 h / Ambient temperature

2: acetyl chloride, ethanedithiol / methanol / 5 h

3: diisopropylethylamine, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / CH₂Cl₂ / 14 h

4: trifluoroacetic acid / CH₂Cl₂ / 0.25 h

With ethandithiol; diethylphosphoryl cyanide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; acetyl chloride; trifluoroacetic acid; In methanol; dichloromethane;

DOI:10.1021/jm00112a005

Reference yield:

(R)-2-[(4R,5R)-5-((S)-1-tert-Butoxycarbonylamino-3-methyl-butyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-methyl-pentanoic acid (134458-61-0) → (2R,3R,4R,5S)-3,4-Dihydroxy-5-{(S)-3-(1H-imidazol-4-yl)-2-[2-(naphthalen-1-yloxy)-acetylamino]-propionylamino}-2-isobutyl-7-methyl-octanoic acid {(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butyl}-amide (134483-83-3)

Guidance literature:

Multi-step reaction with 4 steps

1: diisopropylethylamine, diethylphosphoryl cyanide / CH₂Cl₂ / 14 h / Ambient temperature

2: acetyl chloride, ethanedithiol / methanol / 5 h

3: diisopropylethylamine, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / CH₂Cl₂ / 14 h

4: trifluoroacetic acid / CH₂Cl₂ / 0.25 h

With ethandithiol; diethylphosphoryl cyanide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; acetyl chloride; trifluoroacetic acid; In methanol; dichloromethane;

DOI:10.1021/jm00112a005

upstream raw materials:

4-{(S)-2-((1S,2R,3R,4R)-2,3-Dihydroxy-1-isobutyl-6-methyl-4-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-heptylcarbamoyl)-2-[2-(naphthalen-1-yloxy)-acetylamino]-ethyl}-imidazole-1-carboxylic acid tert-butyl ester

N-L-isoleucyl-2-pyridylmethylamine

(R)-2-[(4R,5R)-5-((S)-1-tert-Butoxycarbonylamino-3-methyl-butyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-methyl-pentanoic acid

(2R,3R,4R,5S)-5-Amino-3,4-dihydroxy-2-isobutyl-7-methyl-octanoic acid {(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butyl}-amide

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