N-benzyl-N-[(1S,4S,5S)-7-cyclohexyl-4-hydroxy-5-(hydroxymethyl)bicyclo[3.2.0]hept-6-en-6-yl]-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-benzyl-N-[(1S,4S,5S)-7-cyclohexyl-4-hydroxy-5-(hydroxymethyl)bicyclo[3.2.0]hept-6-en-6-yl]-4-methylbenzenesulfonamide
CAS No.:1375101-98-6
Molecular Formula:C₂₈H₃₅NO₄S
Molecular Weight:481.656
Hs Code.:

Synonyms:N-benzyl-N-[(1S,4S,5S)-7-cyclohexyl-4-hydroxy-5-(hydroxymethyl)bicyclo[3.2.0]hept-6-en-6-yl]-4-methylbenzenesulfonamide

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Chemical Property of N-benzyl-N-[(1S,4S,5S)-7-cyclohexyl-4-hydroxy-5-(hydroxymethyl)bicyclo[3.2.0]hept-6-en-6-yl]-4-methylbenzenesulfonamide

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Technology Process of N-benzyl-N-[(1S,4S,5S)-7-cyclohexyl-4-hydroxy-5-(hydroxymethyl)bicyclo[3.2.0]hept-6-en-6-yl]-4-methylbenzenesulfonamide

There total 5 articles about N-benzyl-N-[(1S,4S,5S)-7-cyclohexyl-4-hydroxy-5-(hydroxymethyl)bicyclo[3.2.0]hept-6-en-6-yl]-4-methylbenzenesulfonamide 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: 69.0%

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

: 1375101-99-7
C₂₈H₃₃NO₄S

: 1375101-98-6
N-benzyl-N-[(1S,4S,5S)-7-cyclohexyl-4-hydroxy-5-(hydroxymethyl)bicyclo[3.2.0]hept-6-en-6-yl]-4-methylbenzenesulfonamide

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 2.5h; Inert atmosphere;
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

: N-benzyl-N-[(1S,4R,5S)-7-cyclohexyl-4-hydroxy-5-(hydroxymethyl)bicyclo[3.2.0]hept-6-en-6-yl]-4-methylbenzenesulfonamide

: 1375101-98-6
N-benzyl-N-[(1S,4S,5S)-7-cyclohexyl-4-hydroxy-5-(hydroxymethyl)bicyclo[3.2.0]hept-6-en-6-yl]-4-methylbenzenesulfonamide

Guidance literature:: (1R,5S)-tert-butyl-7-[N-benzyl-4-methylphenylsulfonamido]-6-cyclohexyl-2-oxobicyclo[3.2.0]hept-6-ene-1-carboxylate; With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 2.5h; Inert atmosphere;

With sodium tetrahydroborate; optical yield given as %de; Inert atmosphere;
DOI:10.1055/s-0031-1289679

Reference yield:

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

: 1375101-98-6
N-benzyl-N-[(1S,4S,5S)-7-cyclohexyl-4-hydroxy-5-(hydroxymethyl)bicyclo[3.2.0]hept-6-en-6-yl]-4-methylbenzenesulfonamide

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: lithium aluminium tetrahydride / diethyl ether / 2.5 h / 0 - 20 °C / Inert atmosphere

2.2: Inert atmosphere

With lithium aluminium tetrahydride; RuCl2(κ4-N,N'-bis[o-(diphenylphosphino)benzylidene]-(1S,2S)-diiminocyclohexane); triethyloxonium hexaflourophosphate; In diethyl ether; dichloromethane; 1.1: Ficini reaction / 1.2: Ficini reaction;
DOI:10.1055/s-0031-1289679