1-((2R,6S)-6-((R)-2-hydroxypentyl)-1-(2-nitrophenylsulfonyl)piperidin-2-yl)-propan-2-one

Base Information

Chemical Name:1-((2R,6S)-6-((R)-2-hydroxypentyl)-1-(2-nitrophenylsulfonyl)piperidin-2-yl)-propan-2-one
CAS No.:952110-98-4
Molecular Formula:C₁₉H₂₈N₂O₆S
Molecular Weight:412.507
Hs Code.:

Synonyms:1-((2R,6S)-6-((R)-2-hydroxypentyl)-1-(2-nitrophenylsulfonyl)piperidin-2-yl)-propan-2-one

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Chemical Property of 1-((2R,6S)-6-((R)-2-hydroxypentyl)-1-(2-nitrophenylsulfonyl)piperidin-2-yl)-propan-2-one

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Technology Process of 1-((2R,6S)-6-((R)-2-hydroxypentyl)-1-(2-nitrophenylsulfonyl)piperidin-2-yl)-propan-2-one

There total 5 articles about 1-((2R,6S)-6-((R)-2-hydroxypentyl)-1-(2-nitrophenylsulfonyl)piperidin-2-yl)-propan-2-one 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:

: (R)-N-(4-hydroxy-10-methoxytridec-12-yn-6-yl)-2-methylpropane-2-sulfinamide

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: 952110-98-4
1-((2R,6S)-6-((R)-2-hydroxypentyl)-1-(2-nitrophenylsulfonyl)piperidin-2-yl)-propan-2-one

: 1-((2S,6R)-6-((S)-2-hydroxypentyl)-1-(2-nitrophenylsulfonyl)piperidin-2-yl)-propan-2-one

Guidance literature:: (R)-N-(4-hydroxy-10-methoxytridec-12-yn-6-yl)-2-methylpropane-2-sulfinamide; With hydrogenchloride; In 1,4-dioxane; methanol; for 1h;

2-Nitrobenzenesulfonyl chloride; With sodium hydrogencarbonate; In tetrahydrofuran; methanol; for 2h;

With silver hexafluoroantimonate; [Au(Ph₃)Cl]; In water; toluene; at 40 ℃; for 24h; Further stages. Title compound not separated from byproducts.;
DOI:10.1021/jo071225w

Reference yield:

: 952110-93-9
6-methoxynon-8-yn-2-one

: 952110-98-4
1-((2R,6S)-6-((R)-2-hydroxypentyl)-1-(2-nitrophenylsulfonyl)piperidin-2-yl)-propan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 72 percent / Ti(OEt)4 / tetrahydrofuran / 12 h / 70 °C

2.1: lithium diisopropylamide / tetrahydrofuran / 0.5 h / -78 °C

2.2: MgBr₂ / tetrahydrofuran / 1 h / -78 °C

2.3: 65 percent / tetrahydrofuran / 24 h / -78 °C

3.1: 64 percent / catecholborane / tetrahydrofuran / 2 h / -50 °C

4.1: HCl / methanol; dioxane / 1 h

4.2: NaHCO₃ / methanol; tetrahydrofuran / 2 h

4.3: AgSbF₆ / Ph₃AuCl / H₂O; toluene / 24 h / 40 °C

With hydrogenchloride; titanium(IV) tetraethanolate; lithium diisopropyl amide; benzo[1,3,2]dioxaborole; In tetrahydrofuran; 1,4-dioxane; methanol;
DOI:10.1021/jo071225w

Reference yield:

: (R,Z)-N-(4-hydroxy-10-methoxytridec-12-yn-6-ylidene)-2-methylpropane-2-sulfinamide

: 952110-98-4
1-((2R,6S)-6-((R)-2-hydroxypentyl)-1-(2-nitrophenylsulfonyl)piperidin-2-yl)-propan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 64 percent / catecholborane / tetrahydrofuran / 2 h / -50 °C

2.1: HCl / methanol; dioxane / 1 h

2.2: NaHCO₃ / methanol; tetrahydrofuran / 2 h

2.3: AgSbF₆ / Ph₃AuCl / H₂O; toluene / 24 h / 40 °C

With hydrogenchloride; benzo[1,3,2]dioxaborole; In tetrahydrofuran; 1,4-dioxane; methanol;
DOI:10.1021/jo071225w