6-((1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxamido)hexanoic acid trifluoroacetate salt

Base Information

Chemical Name:6-((1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxamido)hexanoic acid trifluoroacetate salt
CAS No.:1431753-54-6
Molecular Formula:C₂HF₃O₂*C₂₂H₃₀N₂O₅
Molecular Weight:516.515
Hs Code.:

Synonyms:6-((1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxamido)hexanoic acid trifluoroacetate salt

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Chemical Property of 6-((1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxamido)hexanoic acid trifluoroacetate salt

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Technology Process of 6-((1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxamido)hexanoic acid trifluoroacetate salt

There total 6 articles about 6-((1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxamido)hexanoic acid trifluoroacetate salt 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: 60.0%

: 1431753-53-5
(1R,2R,3S,5S)-2-((6-(benzyloxy)-6-oxohexyl)carbamoyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl benzoate trifluoroacetate salt

: 1431753-54-6
6-((1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxamido)hexanoic acid trifluoroacetate salt

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃;
DOI:10.1021/jm400228w

Reference yield:

: 6404-29-1
6-(tert-butoxycarbonylamino)hexanoic acid

: 1431753-54-6
6-((1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxamido)hexanoic acid trifluoroacetate salt

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 2 h / 0 °C / Inert atmosphere

3.1: 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 3 h / 0 °C / Inert atmosphere

3.2: 0.67 h

4.1: dmap; triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C

With 4-methyl-morpholine; dmap; palladium 10% on activated carbon; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In ethanol; dichloromethane;
DOI:10.1021/jm400228w

Reference yield:

: 1431753-51-3
benzyl 6-((1R,2R,3S,5S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxamido)hexanoate trifluoroacetate salt

: 1431753-54-6
6-((1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxamido)hexanoic acid trifluoroacetate salt

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C

With dmap; palladium 10% on activated carbon; hydrogen; triethylamine; In ethanol; dichloromethane;
DOI:10.1021/jm400228w