N-allyl-N-((1S,5R)-5-[tert-butyldimethylsilanyloxy)cyclopent-2-enyl]-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-allyl-N-((1S,5R)-5-[tert-butyldimethylsilanyloxy)cyclopent-2-enyl]-4-methylbenzenesulfonamide
CAS No.:320718-06-7
Molecular Formula:C₂₁H₃₃NO₃SSi
Molecular Weight:407.649
Hs Code.:

Synonyms:N-allyl-N-((1S,5R)-5-[tert-butyldimethylsilanyloxy)cyclopent-2-enyl]-4-methylbenzenesulfonamide

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Chemical Property of N-allyl-N-((1S,5R)-5-[tert-butyldimethylsilanyloxy)cyclopent-2-enyl]-4-methylbenzenesulfonamide

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Technology Process of N-allyl-N-((1S,5R)-5-[tert-butyldimethylsilanyloxy)cyclopent-2-enyl]-4-methylbenzenesulfonamide

There total 6 articles about N-allyl-N-((1S,5R)-5-[tert-butyldimethylsilanyloxy)cyclopent-2-enyl]-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: 98.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 441768-85-0
N-allyl-N-((1S,5R)-5-hydroxycyclopent-2-enyl)-4-methylbenzenesulfonamide

: 320718-06-7
N-allyl-N-((1S,5R)-5-[tert-butyldimethylsilanyloxy)cyclopent-2-enyl]-4-methylbenzenesulfonamide

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃;
DOI:10.1021/jo025589u

Reference yield:

: 29783-26-4
cis-4-cyclopentene-1,3-diol

: 320718-06-7
N-allyl-N-((1S,5R)-5-[tert-butyldimethylsilanyloxy)cyclopent-2-enyl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 1 h / 60 °C

2: 17.89 g / Et₃N; tris(dibenzylideneacetone)dipalladium⁽⁰⁾*CHCl₃; (1R,2R)-(+)-1,2-[NHC(O)(o-(PPh₂)C₆H₄]2-cyclohexane / tetrahydrofuran / -50 - 20 °C

3: 98 percent / KOH / methanol / 2 h / 70 °C

4: 99 percent / K₂CO₃ / dimethylformamide / 20 °C

5: 98 percent / 2,6-lutidine / CH₂Cl₂ / 20 °C

With 2,6-dimethylpyridine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium hydroxide; potassium carbonate; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo025589u

Reference yield:

: 4083-64-1
Tosyl isocyanate

: 320718-06-7
N-allyl-N-((1S,5R)-5-[tert-butyldimethylsilanyloxy)cyclopent-2-enyl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 1 h / 60 °C

2: 17.89 g / Et₃N; tris(dibenzylideneacetone)dipalladium⁽⁰⁾*CHCl₃; (1R,2R)-(+)-1,2-[NHC(O)(o-(PPh₂)C₆H₄]2-cyclohexane / tetrahydrofuran / -50 - 20 °C

3: 98 percent / KOH / methanol / 2 h / 70 °C

4: 99 percent / K₂CO₃ / dimethylformamide / 20 °C

5: 98 percent / 2,6-lutidine / CH₂Cl₂ / 20 °C

With 2,6-dimethylpyridine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium hydroxide; potassium carbonate; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo025589u