tert-butyl (1R,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-2-[(tert-butyldimethylsilyl)oxy]-6-cyclohexylbicyclo[3.2.0]hepta-2,6-diene-1-carboxylate

Base Information

Chemical Name:tert-butyl (1R,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-2-[(tert-butyldimethylsilyl)oxy]-6-cyclohexylbicyclo[3.2.0]hepta-2,6-diene-1-carboxylate
CAS No.:1375101-81-7
Molecular Formula:C₃₈H₅₃NO₅SSi
Molecular Weight:663.994
Hs Code.:

tert-butyl (1R,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-2-[(tert-butyldimethylsilyl)oxy]-6-cyclohexylbicyclo[3.2.0]hepta-2,6-diene-1-carboxylate

Synonyms:tert-butyl (1R,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-2-[(tert-butyldimethylsilyl)oxy]-6-cyclohexylbicyclo[3.2.0]hepta-2,6-diene-1-carboxylate

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Chemical Property of tert-butyl (1R,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-2-[(tert-butyldimethylsilyl)oxy]-6-cyclohexylbicyclo[3.2.0]hepta-2,6-diene-1-carboxylate

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Technology Process of tert-butyl (1R,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-2-[(tert-butyldimethylsilyl)oxy]-6-cyclohexylbicyclo[3.2.0]hepta-2,6-diene-1-carboxylate

There total 3 articles about tert-butyl (1R,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-2-[(tert-butyldimethylsilyl)oxy]-6-cyclohexylbicyclo[3.2.0]hepta-2,6-diene-1-carboxylate 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: 87.0%

: 1290631-83-2
(1R,5S)-tert-butyl-7-[N-benzyl-4-methylphenylsulfonamido]-6-cyclohexyl-2-oxobicyclo[3.2.0]hept-6-ene-1-carboxylate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1375101-81-7
tert-butyl (1R,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-2-[(tert-butyldimethylsilyl)oxy]-6-cyclohexylbicyclo[3.2.0]hepta-2,6-diene-1-carboxylate

Guidance literature:: (1R,5S)-tert-butyl-7-[N-benzyl-4-methylphenylsulfonamido]-6-cyclohexyl-2-oxobicyclo[3.2.0]hept-6-ene-1-carboxylate; With n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; at -78 ℃; for 0.666667h; Inert atmosphere;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1055/s-0031-1289679

Reference yield:

: 1116153-61-7
N-benzyl-N-(cyclohexylethynyl)-4-methylbenzenesulfonamide

: 1375101-81-7
tert-butyl (1R,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-2-[(tert-butyldimethylsilyl)oxy]-6-cyclohexylbicyclo[3.2.0]hepta-2,6-diene-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: RuCl2(κ4-N,N'-bis[o-(diphenylphosphino)benzylidene]-(1S,2S)-diiminocyclohexane); triethyloxonium hexaflourophosphate / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

1.2: 24 h / 55 °C / Inert atmosphere

2.1: n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane / tetrahydrofuran; hexane / 0.67 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; RuCl2(κ4-N,N'-bis[o-(diphenylphosphino)benzylidene]-(1S,2S)-diiminocyclohexane); triethyloxonium hexaflourophosphate; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; dichloromethane; 1.1: Ficini reaction / 1.2: Ficini reaction;
DOI:10.1055/s-0031-1289679

Reference yield:

: tert‐butyl 5‐oxocyclopent‐1‐ene‐1‐carboxylate

: 1375101-81-7
tert-butyl (1R,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-2-[(tert-butyldimethylsilyl)oxy]-6-cyclohexylbicyclo[3.2.0]hepta-2,6-diene-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: RuCl2(κ4-N,N'-bis[o-(diphenylphosphino)benzylidene]-(1S,2S)-diiminocyclohexane); triethyloxonium hexaflourophosphate / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

1.2: 24 h / 55 °C / Inert atmosphere

2.1: n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane / tetrahydrofuran; hexane / 0.67 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; RuCl2(κ4-N,N'-bis[o-(diphenylphosphino)benzylidene]-(1S,2S)-diiminocyclohexane); triethyloxonium hexaflourophosphate; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; dichloromethane; 1.1: Ficini reaction / 1.2: Ficini reaction;
DOI:10.1055/s-0031-1289679