N-{2-[(1R,2R,5R,6S)-2-allyl-6-hydroxy-3-oxo-5-(pent-4-en-1-yl)cyclohexyl]ethyl}-2-nitrobenzenesulfonamide

Base Information

Chemical Name:N-{2-[(1R,2R,5R,6S)-2-allyl-6-hydroxy-3-oxo-5-(pent-4-en-1-yl)cyclohexyl]ethyl}-2-nitrobenzenesulfonamide
CAS No.:1429924-74-2
Molecular Formula:C₂₂H₃₀N₂O₆S
Molecular Weight:450.556
Hs Code.:

Synonyms:N-{2-[(1R,2R,5R,6S)-2-allyl-6-hydroxy-3-oxo-5-(pent-4-en-1-yl)cyclohexyl]ethyl}-2-nitrobenzenesulfonamide

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Chemical Property of N-{2-[(1R,2R,5R,6S)-2-allyl-6-hydroxy-3-oxo-5-(pent-4-en-1-yl)cyclohexyl]ethyl}-2-nitrobenzenesulfonamide

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Technology Process of N-{2-[(1R,2R,5R,6S)-2-allyl-6-hydroxy-3-oxo-5-(pent-4-en-1-yl)cyclohexyl]ethyl}-2-nitrobenzenesulfonamide

There total 5 articles about N-{2-[(1R,2R,5R,6S)-2-allyl-6-hydroxy-3-oxo-5-(pent-4-en-1-yl)cyclohexyl]ethyl}-2-nitrobenzenesulfonamide 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: 62.0%

: 1429924-73-1
N-(2-{(1R,2R,5R,6S)-2-allyl-6-[(1R,2R)-2-hydroxy-1,2-diphenylethoxy]-3-oxo-5-(pent-4-en-1-yl)cyclohexyl}ethyl)-N-(4-methoxybenzyl)-2-nitrobenzenesulfonamide

: 1429924-74-2
N-{2-[(1R,2R,5R,6S)-2-allyl-6-hydroxy-3-oxo-5-(pent-4-en-1-yl)cyclohexyl]ethyl}-2-nitrobenzenesulfonamide

Guidance literature:: With ammonium cerium (IV) nitrate; In water; acetonitrile; at 20 ℃; for 5h;
DOI:10.1002/chem.201200376

Reference yield:

: C₃₈H₄₇NO₄

: 1429924-74-2
N-{2-[(1R,2R,5R,6S)-2-allyl-6-hydroxy-3-oxo-5-(pent-4-en-1-yl)cyclohexyl]ethyl}-2-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

2: ammonium cerium (IV) nitrate / acetonitrile; water / 5 h / 20 °C

With ammonium cerium (IV) nitrate; triethylamine; In dichloromethane; water; acetonitrile;
DOI:10.1002/chem.201200376

Reference yield:

: 1429924-66-2
(1S,3R,4R,6R,8R,9R)-9-allyl-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-11-en-10-one

: 1429924-74-2
N-{2-[(1R,2R,5R,6S)-2-allyl-6-hydroxy-3-oxo-5-(pent-4-en-1-yl)cyclohexyl]ethyl}-2-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: copper(l) iodide / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere

2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / acetonitrile; water / 4 h / 20 °C

3: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 1.5 h / 0 - 20 °C / Inert atmosphere

4: triethylamine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

5: ammonium cerium (IV) nitrate / acetonitrile; water / 5 h / 20 °C

With copper(l) iodide; ammonium cerium (IV) nitrate; sodium tris(acetoxy)borohydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; acetonitrile; 1: |Michael Addition;
DOI:10.1002/chem.201200376