benzyl (1R,2S,4R)-2-(((3-(4-fluorophenyl)propyl)(propyl)amino)methyl)-4-pivalamidocyclohexylcarbamate

Base Information

• Chemical Name: benzyl (1R,2S,4R)-2-(((3-(4-fluorophenyl)propyl)(propyl)amino)methyl)-4-pivalamidocyclohexylcarbamate
• CAS No.: 852661-46-2
• Molecular Formula: C₃₂H₄₆FN₃O₃
• Molecular Weight: 539.734

Synonyms:benzyl (1R,2S,4R)-2-(((3-(4-fluorophenyl)propyl)(propyl)amino)methyl)-4-pivalamidocyclohexylcarbamate

Chemical Property of benzyl (1R,2S,4R)-2-(((3-(4-fluorophenyl)propyl)(propyl)amino)methyl)-4-pivalamidocyclohexylcarbamate

Chemical Property:

Purity/Quality:

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Technology Process of benzyl (1R,2S,4R)-2-(((3-(4-fluorophenyl)propyl)(propyl)amino)methyl)-4-pivalamidocyclohexylcarbamate

There total 16 articles about benzyl (1R,2S,4R)-2-(((3-(4-fluorophenyl)propyl)(propyl)amino)methyl)-4-pivalamidocyclohexylcarbamate 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:

benzyl (1R,2S,4R)-4-amino-2-(((3-(4-fluorophenyl)propyl)(propyl)amino)methyl)-cyclohexylcarbamate (852661-45-1) + pivaloyl chloride (3282-30-2) → benzyl (1R,2S,4R)-2-(((3-(4-fluorophenyl)propyl)(propyl)amino)methyl)-4-pivalamidocyclohexylcarbamate (852661-46-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

Reference yield:

ethyl 4-fluorocinnamate (136265-10-6,352-03-4,24393-50-8) → benzyl (1R,2S,4R)-2-(((3-(4-fluorophenyl)propyl)(propyl)amino)methyl)-4-pivalamidocyclohexylcarbamate (852661-46-2)

Guidance literature:

Multi-step reaction with 9 steps

1.1: hydrogen / palladium 10% on activated carbon / ethanol / 2585.81 Torr

2.1: sodium hydroxide; water / methanol / Heating / reflux

2.2: pH 1

3.1: thionyl chloride / dichloromethane / 24 h / 25 °C

4.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C / Heating / reflux

6.1: sodium tris(acetoxy)borohydride / dichloromethane / 0 - 20 °C

7.1: hydrogenchloride / water; acetone

8.1: ammonium acetate / methanol

8.2: 20 °C

9.1: triethylamine / dichloromethane / 0.5 h / 0 °C

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; thionyl chloride; ammonium acetate; water; hydrogen; sodium tris(acetoxy)borohydride; triethylamine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone;

Reference yield:

4-fluorobenzaldehyde (459-57-4) → benzyl (1R,2S,4R)-2-(((3-(4-fluorophenyl)propyl)(propyl)amino)methyl)-4-pivalamidocyclohexylcarbamate (852661-46-2)

Guidance literature:

Multi-step reaction with 10 steps

1.1: toluene / Heating / reflux

2.1: hydrogen / palladium 10% on activated carbon / ethanol / 2585.81 Torr

3.1: sodium hydroxide; water / methanol / Heating / reflux

3.2: pH 1

4.1: thionyl chloride / dichloromethane / 24 h / 25 °C

5.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C / Heating / reflux

7.1: sodium tris(acetoxy)borohydride / dichloromethane / 0 - 20 °C

8.1: hydrogenchloride / water; acetone

9.1: ammonium acetate / methanol

9.2: 20 °C

10.1: triethylamine / dichloromethane / 0.5 h / 0 °C

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; thionyl chloride; ammonium acetate; water; hydrogen; sodium tris(acetoxy)borohydride; triethylamine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone; toluene;

upstream raw materials:

benzyl (1R,2S,4R)-4-amino-2-(((3-(4-fluorophenyl)propyl)(propyl)amino)methyl)-cyclohexylcarbamate

pivaloyl chloride

cyclohexanedione monoethylene ketal

[(7R,8R)-8-((R)-1-phenyl-ethylamino)-1,4-dioxa-spiro[4.5]dec-7-yl]-methanol

Downstream raw materials:

N-((1R,3S,4R)-4-amino-3-(((3-(4-fluorophenyl)propyl)(propyl)amino)methyl)-cyclohexyl)pivalamide

1-((1R,2S,4R)-2-(((3-(4-fluorophenyl)propyl)(propyl)amino)methyl)-4-pivalamidocyclohexyl)-3-(1,3,4-thiadiazol-2-yl)urea

1-((1R,2S,4R)-2-(((3-(4-fluorophenyl)propyl)(propyl)amino)methyl)-4-pivalamidocyclohexyl)-3-(5-methyl-1,3,4-thiadiazol-2-yl)urea

1-((1R,2S,4R)-2-(((3-(4-fluorophenyl)propyl)(propyl)amino)methyl)-4-pivalamidocyclohexyl)-3-(5-ethyl-1,3,4-thiadiazol-2-yl)urea

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