tert-butyl (1R,2S,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-6-cyclohexyl-2-[(dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy]bicyclo[3.2.0]hept-6-ene-1-carboxylate

Base Information

Chemical Name:tert-butyl (1R,2S,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-6-cyclohexyl-2-[(dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy]bicyclo[3.2.0]hept-6-ene-1-carboxylate
CAS No.:1375101-92-0
Molecular Formula:C₄₄H₄₈NO₇PS
Molecular Weight:765.907
Hs Code.:

tert-butyl (1R,2S,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-6-cyclohexyl-2-[(dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy]bicyclo[3.2.0]hept-6-ene-1-carboxylate

Synonyms:tert-butyl (1R,2S,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-6-cyclohexyl-2-[(dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy]bicyclo[3.2.0]hept-6-ene-1-carboxylate

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Chemical Property of tert-butyl (1R,2S,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-6-cyclohexyl-2-[(dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy]bicyclo[3.2.0]hept-6-ene-1-carboxylate

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Technology Process of tert-butyl (1R,2S,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-6-cyclohexyl-2-[(dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy]bicyclo[3.2.0]hept-6-ene-1-carboxylate

There total 4 articles about tert-butyl (1R,2S,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-6-cyclohexyl-2-[(dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy]bicyclo[3.2.0]hept-6-ene-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: 92.0%

: 16611-68-0
6-chloro-dibenzo[d,f][1,3,2]-dioxaphosphepin

: 1290632-01-7
tert-butyl (1R,2S,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-6-cyclohexyl-2-hydroxybicyclo[3.2.0]hept-6-ene-1-carboxylate

: 1375101-92-0
tert-butyl (1R,2S,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-6-cyclohexyl-2-[(dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy]bicyclo[3.2.0]hept-6-ene-1-carboxylate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1055/s-0031-1289679

Reference yield:

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

: 1375101-92-0
tert-butyl (1R,2S,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-6-cyclohexyl-2-[(dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy]bicyclo[3.2.0]hept-6-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 3 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: sodium tetrahydroborate / methanol; dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; RuCl2(κ4-N,N'-bis[o-(diphenylphosphino)benzylidene]-(1S,2S)-diiminocyclohexane); triethyloxonium hexaflourophosphate; triethylamine; In methanol; dichloromethane; 1.1: Ficini reaction / 1.2: Ficini reaction;
DOI:10.1055/s-0031-1289679

Reference yield:

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

: 1375101-92-0
tert-butyl (1R,2S,5S)-7-(N-benzyl-4-methylphenylsulfonamido)-6-cyclohexyl-2-[(dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy]bicyclo[3.2.0]hept-6-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol; dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; triethylamine; In methanol; dichloromethane;
DOI:10.1055/s-0031-1289679