(+)-(3S,6R)-trifluoromethanesulfonic acid 3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-dien-7-yl ester

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Chemical Name:(+)-(3S,6R)-trifluoromethanesulfonic acid 3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-dien-7-yl ester
CAS No.:634891-89-7
Molecular Formula:C₂₄H₃₄F₃NO₆S₂Si
Molecular Weight:581.75
Hs Code.:

Synonyms:(+)-(3S,6R)-trifluoromethanesulfonic acid 3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-dien-7-yl ester

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Chemical Property of (+)-(3S,6R)-trifluoromethanesulfonic acid 3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-dien-7-yl ester

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Technology Process of (+)-(3S,6R)-trifluoromethanesulfonic acid 3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-dien-7-yl ester

There total 4 articles about (+)-(3S,6R)-trifluoromethanesulfonic acid 3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-dien-7-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: 96.0%

: 145100-51-2
N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide

: 634891-85-3
(+)-(3S,6R)-3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undec-4-en-7-one

: 634891-89-7
(+)-(3S,6R)-trifluoromethanesulfonic acid 3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-dien-7-yl ester

Guidance literature:: (+)-(3S,6R)-3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undec-4-en-7-one; With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 0.75h;

N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1021/ol035566h

Reference yield: 96.0%

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 634891-85-3
(+)-(3S,6R)-3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undec-4-en-7-one

: 634891-89-7
(+)-(3S,6R)-trifluoromethanesulfonic acid 3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-dien-7-yl ester

Guidance literature:: (+)-(3S,6R)-3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undec-4-en-7-one; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.75h;

N,N-phenylbistrifluoromethane-sulfonimide; In tetrahydrofuran; toluene; at -78 ℃; for 1h;
DOI:10.1002/chem.200400749

Reference yield:

: 353248-25-6
(+)-1-[(5S)-5-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydropyridin-2-yl]cyclopentanol

: 634891-89-7
(+)-(3S,6R)-trifluoromethanesulfonic acid 3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-dien-7-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: dimethyldioxirane; K₂CO₃ / acetone / 20 °C

2.1: 1.07 g / 2,6-lutidine / tetrahydrofuran / 0.25 h / 20 °C

3.1: 96 percent / TiCl₄ / CH₂Cl₂ / 0.5 h / -78 °C

4.1: 87 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / 20 °C

5.1: 91 percent / DBU / toluene / 36 h / Heating

6.1: KHMDS / toluene; tetrahydrofuran / 0.75 h / -78 °C

6.2: 96 percent / toluene; tetrahydrofuran / 1 h / -78 °C

With 2,6-dimethylpyridine; dmap; 3,3-dimethyldioxirane; titanium tetrachloride; potassium hexamethylsilazane; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; acetone; toluene;
DOI:10.1002/chem.200400749