(1R,2R,4R)-2-(hex-5-enylmethylcarbamoyl)-5-[7-methoxy-8-methyl-2-(4-trifluoromethylthiazol-2-yl)quinolin-4-yloxy]cyclohexane carboxylic acid benzyl ester

Base Information

• Chemical Name: (1R,2R,4R)-2-(hex-5-enylmethylcarbamoyl)-5-[7-methoxy-8-methyl-2-(4-trifluoromethylthiazol-2-yl)quinolin-4-yloxy]cyclohexane carboxylic acid benzyl ester
• CAS No.: 1265882-93-6
• Molecular Formula: C₃₇H₄₀F₃N₃O₅S
• Molecular Weight: 695.803
• Mol file: 1265882-93-6.mol

Synonyms:(1R,2R,4R)-2-(hex-5-enylmethylcarbamoyl)-5-[7-methoxy-8-methyl-2-(4-trifluoromethylthiazol-2-yl)quinolin-4-yloxy]cyclohexane carboxylic acid benzyl ester

Chemical Property of (1R,2R,4R)-2-(hex-5-enylmethylcarbamoyl)-5-[7-methoxy-8-methyl-2-(4-trifluoromethylthiazol-2-yl)quinolin-4-yloxy]cyclohexane carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,4R)-2-(hex-5-enylmethylcarbamoyl)-5-[7-methoxy-8-methyl-2-(4-trifluoromethylthiazol-2-yl)quinolin-4-yloxy]cyclohexane carboxylic acid benzyl ester

There total 13 articles about (1R,2R,4R)-2-(hex-5-enylmethylcarbamoyl)-5-[7-methoxy-8-methyl-2-(4-trifluoromethylthiazol-2-yl)quinolin-4-yloxy]cyclohexane carboxylic acid benzyl 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: 20.0%

N-methylhex-5-en-1-amine tosylate salt (1108656-90-1) + (1R,2R,4R)-4-[7-methoxy-8-methyl-2-(4-trifluoromethylthiazol-2-yl)quinolin-4-yloxy]cyclohexane-1,2-dicarboxylic acid 2-benzyl ester (1265882-92-5) → (1R,2R,4R)-2-(hex-5-enylmethylcarbamoyl)-5-[7-methoxy-8-methyl-2-(4-trifluoromethylthiazol-2-yl)quinolin-4-yloxy]cyclohexane carboxylic acid benzyl ester (1265882-93-6)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

(1R,6S)-6-methoxycarbonyl-3-cyclohexene-1-carboxylic acid (31139-02-3,31139-03-4,56124-48-2,88335-93-7,88335-94-8,93603-11-3) → (1R,2R,4R)-2-(hex-5-enylmethylcarbamoyl)-5-[7-methoxy-8-methyl-2-(4-trifluoromethylthiazol-2-yl)quinolin-4-yloxy]cyclohexane carboxylic acid benzyl ester (1265882-93-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

1.2: pH 1

2.1: potassium iodide; sodium hydrogencarbonate; iodine / dichloromethane; water / 48 h

3.1: tris-(trimethylsilyl)silane / 2,2'-azobis(isobutyronitrile) / toluene / 1.5 h / 90 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / Inert atmosphere

5.1: di-isopropyl azodicarboxylate / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

6.1: lithium hydroxide / water; tetrahydrofuran / 4 h / 20 °C

6.2: pH 2

7.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; tris-(trimethylsilyl)silane; O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate; potassium tert-butylate; iodine; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium iodide; lithium hydroxide; 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

1-(2-amino-4-methoxy-3-methyl-phenyl)ethanone (912347-94-5) → (1R,2R,4R)-2-(hex-5-enylmethylcarbamoyl)-5-[7-methoxy-8-methyl-2-(4-trifluoromethylthiazol-2-yl)quinolin-4-yloxy]cyclohexane carboxylic acid benzyl ester (1265882-93-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

1.2: 16 h / 20 °C / Inert atmosphere

2.1: potassium tert-butylate / tert-butyl alcohol / 16 h / 70 °C / Inert atmosphere

3.1: di-isopropyl azodicarboxylate / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

4.1: lithium hydroxide / water; tetrahydrofuran / 4 h / 20 °C

4.2: pH 2

5.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; di-isopropyl azodicarboxylate; O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate; potassium tert-butylate; N-ethyl-N,N-diisopropylamine; lithium hydroxide; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;

upstream raw materials:

(1R,6S)-6-methoxycarbonyl-3-cyclohexene-1-carboxylic acid

6-Bromo-1-hexene

2,2,2-trifluoro-N-(hex-5-enyl)-N-methylacetamide

1-(2-amino-4-methoxy-3-methyl-phenyl)ethanone