ethyl 2-((3S,4R,5S)-4-amino-5-cyclohexyl-1-tosylpyrrolidin-3-yl)acetate

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Chemical Name:ethyl 2-((3S,4R,5S)-4-amino-5-cyclohexyl-1-tosylpyrrolidin-3-yl)acetate
CAS No.:1369894-21-2
Molecular Formula:C₂₁H₃₂N₂O₄S
Molecular Weight:408.562
Hs Code.:

Synonyms:ethyl 2-((3S,4R,5S)-4-amino-5-cyclohexyl-1-tosylpyrrolidin-3-yl)acetate

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Chemical Property of ethyl 2-((3S,4R,5S)-4-amino-5-cyclohexyl-1-tosylpyrrolidin-3-yl)acetate

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Technology Process of ethyl 2-((3S,4R,5S)-4-amino-5-cyclohexyl-1-tosylpyrrolidin-3-yl)acetate

There total 6 articles about ethyl 2-((3S,4R,5S)-4-amino-5-cyclohexyl-1-tosylpyrrolidin-3-yl)acetate 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%

: 1369894-11-0
ethyl 2-(5-cyclohexyl-4-nitro-1-tosylpyrrolidin-3-yl)-acetate

: 1369894-21-2
ethyl 2-((3S,4R,5S)-4-amino-5-cyclohexyl-1-tosylpyrrolidin-3-yl)acetate

Guidance literature:: With palladium 10% on activated carbon; ammonium formate; In tetrahydrofuran; ethanol; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.tetasy.2012.01.021

Reference yield:

: 37746-78-4
4-bromo-trans-crotonic acid ethyl ester

: 1369894-21-2
ethyl 2-((3S,4R,5S)-4-amino-5-cyclohexyl-1-tosylpyrrolidin-3-yl)acetate

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 60 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere; Cooling with ice

3: 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-((2S,4S,8R)-8-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl)thiourea / toluene / 22 h / 20 °C

4: palladium 10% on activated carbon; ammonium formate / tetrahydrofuran; ethanol / 20 °C / Inert atmosphere

With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-((2S,4S,8R)-8-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl)thiourea; palladium 10% on activated carbon; ammonium formate; potassium carbonate; trifluoroacetic acid; sodium iodide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tetasy.2012.01.021

Reference yield:

: 1369894-40-5
(E)-ethyl 4-(N-(tert-butoxycarbonyl)-4-methylphenylsulfonamido)but-2-enoate

: 1369894-21-2
ethyl 2-((3S,4R,5S)-4-amino-5-cyclohexyl-1-tosylpyrrolidin-3-yl)acetate

Guidance literature:: Multi-step reaction with 3 steps

1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere; Cooling with ice

2: 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-((2S,4S,8R)-8-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl)thiourea / toluene / 22 h / 20 °C

3: palladium 10% on activated carbon; ammonium formate / tetrahydrofuran; ethanol / 20 °C / Inert atmosphere

With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-((2S,4S,8R)-8-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl)thiourea; palladium 10% on activated carbon; ammonium formate; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1016/j.tetasy.2012.01.021