7-Oxa-2-azabicyclo[4.1.0]heptane, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(4-methylphenyl)sulfonyl]-1-[1-[ (trimethylsilyl)oxy]cyclopentyl]-, (1R,4S,6S)-

Base Information

Chemical Name:7-Oxa-2-azabicyclo[4.1.0]heptane, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(4-methylphenyl)sulfonyl]-1-[1-[ (trimethylsilyl)oxy]cyclopentyl]-, (1R,4S,6S)-
CAS No.:353248-27-8
Molecular Formula:C26H45NO5SSi2
Molecular Weight:539.884
Hs Code.:

7-Oxa-2-azabicyclo[4.1.0]heptane,
4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(4-methylphenyl)sulfonyl]-1-[1-[
(trimethylsilyl)oxy]cyclopentyl]-, (1R,4S,6S)-

Synonyms:

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Chemical Property of 7-Oxa-2-azabicyclo[4.1.0]heptane, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(4-methylphenyl)sulfonyl]-1-[1-[ (trimethylsilyl)oxy]cyclopentyl]-, (1R,4S,6S)-

Chemical Property:

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Safty Information:

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MSDS Files:: SDS file from LookChem

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Technology Process of 7-Oxa-2-azabicyclo[4.1.0]heptane, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(4-methylphenyl)sulfonyl]-1-[1-[ (trimethylsilyl)oxy]cyclopentyl]-, (1R,4S,6S)-

There total 5 articles about 7-Oxa-2-azabicyclo[4.1.0]heptane, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(4-methylphenyl)sulfonyl]-1-[1-[ (trimethylsilyl)oxy]cyclopentyl]-, (1R,4S,6S)- 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: 83.0%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

: 353248-27-8
(-)-(1R,4S,7S)-4-(tert-butyldimethylsilanyloxy)-2-(toluene-4-sulfonyl)-1-(1-trimethylsilanyloxycyclopentyl)-7-oxa-2-azabicyclo[4.1.0]heptane

Guidance literature:: (+)-1-[(5S)-5-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydropyridin-2-yl]cyclopentanol; With 3,3-dimethyldioxirane; potassium carbonate; In acetone;

trimethylsilyl trifluoromethanesulfonate; With 2,6-dimethylpyridine; In tetrahydrofuran; at 20 ℃; for 0.25h;
DOI:10.1021/jo049356+

Reference yield:

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

: 353248-27-8
(-)-(1R,4S,7S)-4-(tert-butyldimethylsilanyloxy)-2-(toluene-4-sulfonyl)-1-(1-trimethylsilanyloxycyclopentyl)-7-oxa-2-azabicyclo[4.1.0]heptane

Guidance literature:: Multi-step reaction with 2 steps

1: dimethyldioxirane; K₂CO₃ / acetone / 20 °C

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

With 2,6-dimethylpyridine; 3,3-dimethyldioxirane; potassium carbonate; In tetrahydrofuran; acetone;
DOI:10.1002/chem.200400749

Reference yield:

: (+)-(3S)-3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-6-trimethylstannyl-1,2,3,4-tetrahydropyridine

: 353248-27-8
(-)-(1R,4S,7S)-4-(tert-butyldimethylsilanyloxy)-2-(toluene-4-sulfonyl)-1-(1-trimethylsilanyloxycyclopentyl)-7-oxa-2-azabicyclo[4.1.0]heptane

Guidance literature:: Multi-step reaction with 2 steps

1.1: MeLi / diethyl ether / 0.17 h / 0 °C

1.2: MgBr₂ / diethyl ether / 0.5 h / -78 °C

1.3: 89 percent / diethyl ether / -100 - 20 °C

2.1: K₂CO₃; dimethyldioxirane / acetone

2.2: 83 percent / 2,6-lutidine / tetrahydrofuran / 0.25 h / 20 °C

With methyllithium; 3,3-dimethyldioxirane; potassium carbonate; In diethyl ether; acetone;
DOI:10.1021/jo049356+