(1S,4R,1'R,2'S, 5'S)-camphanic acid 7'-[N-benzyl-4-methylphenylsulfonamido]-1'-tert-butoxycarbonyl-6'-cyclohexylbicyclo[3.2.0]hept-6'-ene-2'-yl ester

Base Information

Chemical Name:(1S,4R,1'R,2'S, 5'S)-camphanic acid 7'-[N-benzyl-4-methylphenylsulfonamido]-1'-tert-butoxycarbonyl-6'-cyclohexylbicyclo[3.2.0]hept-6'-ene-2'-yl ester
CAS No.:1290632-00-6
Molecular Formula:C₄₂H₅₃NO₈S
Molecular Weight:731.951
Hs Code.:

(1S,4R,1'R,2'S, 5'S)-camphanic acid 7'-[N-benzyl-4-methylphenylsulfonamido]-1'-tert-butoxycarbonyl-6'-cyclohexylbicyclo[3.2.0]hept-6'-ene-2'-yl ester

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Chemical Property of (1S,4R,1'R,2'S, 5'S)-camphanic acid 7'-[N-benzyl-4-methylphenylsulfonamido]-1'-tert-butoxycarbonyl-6'-cyclohexylbicyclo[3.2.0]hept-6'-ene-2'-yl ester

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Technology Process of (1S,4R,1'R,2'S, 5'S)-camphanic acid 7'-[N-benzyl-4-methylphenylsulfonamido]-1'-tert-butoxycarbonyl-6'-cyclohexylbicyclo[3.2.0]hept-6'-ene-2'-yl ester

There total 6 articles about (1S,4R,1'R,2'S, 5'S)-camphanic acid 7'-[N-benzyl-4-methylphenylsulfonamido]-1'-tert-butoxycarbonyl-6'-cyclohexylbicyclo[3.2.0]hept-6'-ene-2'-yl ester 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:

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

: 1290632-00-6
(1S,4R,1'R,2'S, 5'S)-camphanic acid 7'-[N-benzyl-4-methylphenylsulfonamido]-1'-tert-butoxycarbonyl-6'-cyclohexylbicyclo[3.2.0]hept-6'-ene-2'-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: RuCl2(κ4-N,N'-bis[o-(diphenylphosphino)benzylidene]-(1S,2S)-diiminocyclohexane); Meerwein's salt / dichloromethane / 24 h / 55 °C

2: sodium tetrahydroborate / methanol / 0.5 h / Inert atmosphere

3: pyridine

With pyridine; sodium tetrahydroborate; RuCl2(κ4-N,N'-bis[o-(diphenylphosphino)benzylidene]-(1S,2S)-diiminocyclohexane); Meerwein's salt; In methanol; dichloromethane; 1: Ficini reaction;
DOI:10.1002/anie.201007753

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

: 1290632-00-6
(1S,4R,1'R,2'S, 5'S)-camphanic acid 7'-[N-benzyl-4-methylphenylsulfonamido]-1'-tert-butoxycarbonyl-6'-cyclohexylbicyclo[3.2.0]hept-6'-ene-2'-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 0.5 h / Inert atmosphere

2: pyridine

With pyridine; sodium tetrahydroborate; In methanol;
DOI:10.1002/anie.201007753

Reference yield:

: 1576-37-0
N-benzyl-p-toluenesulfonamide

: 1290632-00-6
(1S,4R,1'R,2'S, 5'S)-camphanic acid 7'-[N-benzyl-4-methylphenylsulfonamido]-1'-tert-butoxycarbonyl-6'-cyclohexylbicyclo[3.2.0]hept-6'-ene-2'-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: copper(II) sulfate

2: RuCl2(κ4-N,N'-bis[o-(diphenylphosphino)benzylidene]-(1S,2S)-diiminocyclohexane); Meerwein's salt / dichloromethane / 24 h / 55 °C

3: sodium tetrahydroborate / methanol / 0.5 h / Inert atmosphere

4: pyridine

With pyridine; sodium tetrahydroborate; RuCl2(κ4-N,N'-bis[o-(diphenylphosphino)benzylidene]-(1S,2S)-diiminocyclohexane); Meerwein's salt; copper(II) sulfate; In methanol; dichloromethane; 2: Ficini reaction;
DOI:10.1002/anie.201007753