dimethyl (2S,2'S)-1,1'-((2S,3S,5S)-1-[4-(5-fluoropyridin-3-yl)phenyl]-3-hydroxy-6-phenylhexane-2,5-diyl)bis(azanediyl)bis(3,3-dimethyl-1-oxobutane-2,1-diyl)dicarbamate

Base Information

Chemical Name:dimethyl (2S,2'S)-1,1'-((2S,3S,5S)-1-[4-(5-fluoropyridin-3-yl)phenyl]-3-hydroxy-6-phenylhexane-2,5-diyl)bis(azanediyl)bis(3,3-dimethyl-1-oxobutane-2,1-diyl)dicarbamate
CAS No.:1335054-23-3
Molecular Formula:C₃₉H₅₂FN₅O₇
Molecular Weight:721.87
Hs Code.:

dimethyl (2S,2'S)-1,1'-((2S,3S,5S)-1-[4-(5-fluoropyridin-3-yl)phenyl]-3-hydroxy-6-phenylhexane-2,5-diyl)bis(azanediyl)bis(3,3-dimethyl-1-oxobutane-2,1-diyl)dicarbamate

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Chemical Property of dimethyl (2S,2'S)-1,1'-((2S,3S,5S)-1-[4-(5-fluoropyridin-3-yl)phenyl]-3-hydroxy-6-phenylhexane-2,5-diyl)bis(azanediyl)bis(3,3-dimethyl-1-oxobutane-2,1-diyl)dicarbamate

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Technology Process of dimethyl (2S,2'S)-1,1'-((2S,3S,5S)-1-[4-(5-fluoropyridin-3-yl)phenyl]-3-hydroxy-6-phenylhexane-2,5-diyl)bis(azanediyl)bis(3,3-dimethyl-1-oxobutane-2,1-diyl)dicarbamate

There total 8 articles about dimethyl (2S,2'S)-1,1'-((2S,3S,5S)-1-[4-(5-fluoropyridin-3-yl)phenyl]-3-hydroxy-6-phenylhexane-2,5-diyl)bis(azanediyl)bis(3,3-dimethyl-1-oxobutane-2,1-diyl)dicarbamate 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:

: 854754-83-9
(4S)-5-[4-(benzyloxy)phenyl]-4-(dibenzylamino)-3-oxopentanenitrile

: 1335054-23-3
dimethyl (2S,2'S)-1,1'-((2S,3S,5S)-1-[4-(5-fluoropyridin-3-yl)phenyl]-3-hydroxy-6-phenylhexane-2,5-diyl)bis(azanediyl)bis(3,3-dimethyl-1-oxobutane-2,1-diyl)dicarbamate

Guidance literature:: Multi-step reaction with 8 steps

1.1: tetrahydrofuran; diethyl ether / 16 h / 0 - 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate; methanesulfonic acid / tetrahydrofuran; water / 18 h / -10 °C / Inert atmosphere

2.2: 5 h / 0 - 20 °C / Inert atmosphere

3.1: potassium carbonate / tert-butyl methyl ether / 2 h / 20 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; ammonium formate / tetrahydrofuran / 4 h / Reflux; Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

6.1: dmap / dichloromethane / 2 h / 40 °C / Inert atmosphere

7.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

8.1: hydrogenchloride / 1,4-dioxane / 0.5 h / 20 °C / Inert atmosphere

8.2: 16 h / 20 °C / Inert atmosphere

With hydrogenchloride; dmap; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; methanesulfonic acid; palladium 10% on activated carbon; ammonium formate; sodium carbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; tert-butyl methyl ether; water; N,N-dimethyl-formamide; 7.1: Suzuki coupling;
DOI:10.1021/jm201109t

Reference yield:

: 854754-85-1
C₃₉H₄₂N₂O₂

: 1335054-23-3
dimethyl (2S,2'S)-1,1'-((2S,3S,5S)-1-[4-(5-fluoropyridin-3-yl)phenyl]-3-hydroxy-6-phenylhexane-2,5-diyl)bis(azanediyl)bis(3,3-dimethyl-1-oxobutane-2,1-diyl)dicarbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / tert-butyl methyl ether / 2 h / 20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; ammonium formate / tetrahydrofuran / 4 h / Reflux; Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

4.1: dmap / dichloromethane / 2 h / 40 °C / Inert atmosphere

5.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

6.1: hydrogenchloride / 1,4-dioxane / 0.5 h / 20 °C / Inert atmosphere

6.2: 16 h / 20 °C / Inert atmosphere

With hydrogenchloride; dmap; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; ammonium formate; sodium carbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In tetrahydrofuran; 1,4-dioxane; dichloromethane; tert-butyl methyl ether; N,N-dimethyl-formamide; 5.1: Suzuki coupling;
DOI:10.1021/jm201109t

Reference yield:

: 854754-84-0
(2S)-5-amino-1-[4-(benzyloxy)phenyl]-2-(dibenzylamino)-6-phenyl-4-hexen-3-one

: 1335054-23-3
dimethyl (2S,2'S)-1,1'-((2S,3S,5S)-1-[4-(5-fluoropyridin-3-yl)phenyl]-3-hydroxy-6-phenylhexane-2,5-diyl)bis(azanediyl)bis(3,3-dimethyl-1-oxobutane-2,1-diyl)dicarbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium tetrahydroborate; methanesulfonic acid / tetrahydrofuran; water / 18 h / -10 °C / Inert atmosphere

1.2: 5 h / 0 - 20 °C / Inert atmosphere

2.1: potassium carbonate / tert-butyl methyl ether / 2 h / 20 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; ammonium formate / tetrahydrofuran / 4 h / Reflux; Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

5.1: dmap / dichloromethane / 2 h / 40 °C / Inert atmosphere

6.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

7.1: hydrogenchloride / 1,4-dioxane / 0.5 h / 20 °C / Inert atmosphere

7.2: 16 h / 20 °C / Inert atmosphere

With hydrogenchloride; dmap; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; methanesulfonic acid; palladium 10% on activated carbon; ammonium formate; sodium carbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In tetrahydrofuran; 1,4-dioxane; dichloromethane; tert-butyl methyl ether; water; N,N-dimethyl-formamide; 6.1: Suzuki coupling;
DOI:10.1021/jm201109t