(1R,6R)-N-(tert-butoxycarbonyl)-N-[(6-tert-butyldimethylsilanyloxy)cyclohept-3-enyl]toluensulfonamide

Base Information

Chemical Name:(1R,6R)-N-(tert-butoxycarbonyl)-N-[(6-tert-butyldimethylsilanyloxy)cyclohept-3-enyl]toluensulfonamide
CAS No.:756821-37-1
Molecular Formula:C₂₅H₄₁NO₅SSi
Molecular Weight:495.756
Hs Code.:

Synonyms:(1R,6R)-N-(tert-butoxycarbonyl)-N-[(6-tert-butyldimethylsilanyloxy)cyclohept-3-enyl]toluensulfonamide

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Chemical Property of (1R,6R)-N-(tert-butoxycarbonyl)-N-[(6-tert-butyldimethylsilanyloxy)cyclohept-3-enyl]toluensulfonamide

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Technology Process of (1R,6R)-N-(tert-butoxycarbonyl)-N-[(6-tert-butyldimethylsilanyloxy)cyclohept-3-enyl]toluensulfonamide

There total 1 articles about (1R,6R)-N-(tert-butoxycarbonyl)-N-[(6-tert-butyldimethylsilanyloxy)cyclohept-3-enyl]toluensulfonamide 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: 50.0%

: 18303-04-3
N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide

: (1R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-cyclohept-3-enol

: 756821-37-1
(1R,6R)-N-(tert-butoxycarbonyl)-N-[(6-tert-butyldimethylsilanyloxy)cyclohept-3-enyl]toluensulfonamide

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2004.06.051

Reference yield:

: 756821-37-1
(1R,6R)-N-(tert-butoxycarbonyl)-N-[(6-tert-butyldimethylsilanyloxy)cyclohept-3-enyl]toluensulfonamide

: 756821-40-6
(2R,2'R)-1-[1'-(toluene-4-sulfonyl)-1',2',3',6'-tetrahydropyridin-2'-yl]pent-4-en-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: TFA / CH₂Cl₂ / 0.5 h

2: 290 mg / Et₃N / CH₂Cl₂ / 12 h

3: 85 percent / NaH / dimethylformamide / 1 h / 20 °C

4: 82 percent / Grubbs ruthenium-based catalyst 2nd generation / CH₂Cl₂ / 2 h

5: 98 percent / NaOH / methanol; H₂O / 10 h / 45 °C

With sodium hydroxide; sodium hydride; triethylamine; trifluoroacetic acid; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.06.051

Reference yield:

: 756821-37-1
(1R,6R)-N-(tert-butoxycarbonyl)-N-[(6-tert-butyldimethylsilanyloxy)cyclohept-3-enyl]toluensulfonamide

: 756821-39-3
(1R,2'R)-acetic acid 1-[1'-(toluene-4-sulfonyl)-1',2',3',6'-tetrahydropyridin-2'-ylmethyl]but-3-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: TFA / CH₂Cl₂ / 0.5 h

2: 290 mg / Et₃N / CH₂Cl₂ / 12 h

3: 85 percent / NaH / dimethylformamide / 1 h / 20 °C

4: 82 percent / Grubbs ruthenium-based catalyst 2nd generation / CH₂Cl₂ / 2 h

With sodium hydride; triethylamine; trifluoroacetic acid; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.06.051