N-(5-(2,5-dichloro-4-(((R)-4-(4-cyclopropyl-1,2,3,4-tetrahydroquinoxaline-1-carbonyl)thiazolidin-3-yl)methyl)phenyl)pentanoyl)-N-((2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl)glycine

Base Information

• Chemical Name: N-(5-(2,5-dichloro-4-(((R)-4-(4-cyclopropyl-1,2,3,4-tetrahydroquinoxaline-1-carbonyl)thiazolidin-3-yl)methyl)phenyl)pentanoyl)-N-((2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl)glycine
• CAS No.: 1445984-08-6
• Molecular Formula: C₃₅H₄₆Cl₂N₄O₉S
• Molecular Weight: 769.744

Synonyms:

Chemical Property of N-(5-(2,5-dichloro-4-(((R)-4-(4-cyclopropyl-1,2,3,4-tetrahydroquinoxaline-1-carbonyl)thiazolidin-3-yl)methyl)phenyl)pentanoyl)-N-((2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl)glycine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(5-(2,5-dichloro-4-(((R)-4-(4-cyclopropyl-1,2,3,4-tetrahydroquinoxaline-1-carbonyl)thiazolidin-3-yl)methyl)phenyl)pentanoyl)-N-((2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl)glycine

There total 12 articles about N-(5-(2,5-dichloro-4-(((R)-4-(4-cyclopropyl-1,2,3,4-tetrahydroquinoxaline-1-carbonyl)thiazolidin-3-yl)methyl)phenyl)pentanoyl)-N-((2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl)glycine 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:

((2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl)glycine (57195-13-8) + (R)-5-(2,5-dichloro-4-((4-(4-cyclopropyl-1,2,3,4-tetrahydroquinoxaline-1-carbonyl)thiazolidin-3-yl)methyl)phenyl)pentanoic acid (1445983-29-8) → N-(5-(2,5-dichloro-4-(((R)-4-(4-cyclopropyl-1,2,3,4-tetrahydroquinoxaline-1-carbonyl)thiazolidin-3-yl)methyl)phenyl)pentanoyl)-N-((2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl)glycine (1445984-08-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/acs.jmedchem.8b00308

Reference yield:

1-cyclopropyl-4-[[(4R)-1,3-thiazolidin-4-yl]carbonyl]-1,2,3,4-tetrahydroquinoxaline (1445985-48-7) → N-(5-(2,5-dichloro-4-(((R)-4-(4-cyclopropyl-1,2,3,4-tetrahydroquinoxaline-1-carbonyl)thiazolidin-3-yl)methyl)phenyl)pentanoyl)-N-((2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl)glycine (1445984-08-6)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 60 °C

2: lithium hydroxide monohydrate; water / tetrahydrofuran / 6 h

3: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C

With lithium hydroxide monohydrate; water; potassium carbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.8b00308

Reference yield:

2,5-dichloro-4-formylphenyl trilluoromethanesulfonate (381229-84-1) → N-(5-(2,5-dichloro-4-(((R)-4-(4-cyclopropyl-1,2,3,4-tetrahydroquinoxaline-1-carbonyl)thiazolidin-3-yl)methyl)phenyl)pentanoyl)-N-((2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl)glycine (1445984-08-6)

Guidance literature:

Multi-step reaction with 7 steps

1: N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide

2: hydrogen; rhodium contaminated with carbon / ethyl acetate

3: sodium tetrahydroborate / methanol / 2 h / 0 - 5 °C

4: triphenylphosphine; N-Bromosuccinimide / dichloromethane; tetrahydrofuran / 1 h / 0 °C

5: potassium carbonate / N,N-dimethyl-formamide / 60 °C

6: lithium hydroxide monohydrate; water / tetrahydrofuran / 6 h

7: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; N-Bromosuccinimide; copper(l) iodide; lithium hydroxide monohydrate; rhodium contaminated with carbon; water; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: |Sonogashira Cross-Coupling;

DOI:10.1021/acs.jmedchem.8b00308

upstream raw materials:

4-pentynoic acid

2,5-dichloroanisole

((2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl)glycine

(R)-5-(2,5-dichloro-4-((4-(4-cyclopropyl-1,2,3,4-tetrahydroquinoxaline-1-carbonyl)thiazolidin-3-yl)methyl)phenyl)pentanoic acid

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