2-Benzenesulfonyl-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(2S,4S,5R,6S)-2-(4-methoxy-phenyl)-5-methyl-6-vinyl-[1,3]dioxan-4-yl]-ethanol

Base Information

Chemical Name:2-Benzenesulfonyl-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(2S,4S,5R,6S)-2-(4-methoxy-phenyl)-5-methyl-6-vinyl-[1,3]dioxan-4-yl]-ethanol
CAS No.:127492-41-5
Molecular Formula:C₃₅H₅₂O₈SSi
Molecular Weight:660.945
Hs Code.:

2-Benzenesulfonyl-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(2S,4S,5R,6S)-2-(4-methoxy-phenyl)-5-methyl-6-vinyl-[1,3]dioxan-4-yl]-ethanol

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Chemical Property of 2-Benzenesulfonyl-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(2S,4S,5R,6S)-2-(4-methoxy-phenyl)-5-methyl-6-vinyl-[1,3]dioxan-4-yl]-ethanol

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Technology Process of 2-Benzenesulfonyl-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(2S,4S,5R,6S)-2-(4-methoxy-phenyl)-5-methyl-6-vinyl-[1,3]dioxan-4-yl]-ethanol

There total 1 articles about 2-Benzenesulfonyl-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(2S,4S,5R,6S)-2-(4-methoxy-phenyl)-5-methyl-6-vinyl-[1,3]dioxan-4-yl]-ethanol 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:

: 127308-74-1
(2S,4S,5R,6R)-2-(4-methoxyphenyl)-5-methyl-6-vinyl-1,3-dioxane-4-carboxaldehyde

: 118207-43-5
(1R,2R,4R)-2-methoxy-4-<(phenylsulfonyl)methyl>-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>cyclohexane

: 127492-41-5
2-Benzenesulfonyl-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(2S,4S,5R,6S)-2-(4-methoxy-phenyl)-5-methyl-6-vinyl-[1,3]dioxan-4-yl]-ethanol

Guidance literature:: With n-butyllithium; Yield given. Multistep reaction; 1, 2) THF, -78 deg C, 20 min;
DOI:10.1021/jo00296a042

Reference yield:

: 127492-41-5
2-Benzenesulfonyl-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(2S,4S,5R,6S)-2-(4-methoxy-phenyl)-5-methyl-6-vinyl-[1,3]dioxan-4-yl]-ethanol

: 127492-42-6
2-Benzenesulfonyl-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(2S,4S,5R,6S)-2-(4-methoxy-phenyl)-5-methyl-6-vinyl-[1,3]dioxan-4-yl]-ethanone

Guidance literature:: With pyridine; Dess-Martin periodane; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1021/jo00296a042

Reference yield:

: 127492-41-5
2-Benzenesulfonyl-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-[(2S,4S,5R,6S)-2-(4-methoxy-phenyl)-5-methyl-6-vinyl-[1,3]dioxan-4-yl]-ethanol

: 127516-99-8
(S)-2-((R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-{(2S,4S,5R,6S)-2-(4-methoxy-phenyl)-6-[(E)-2-((1R,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-1-methyl-vinyl]-5-methyl-[1,3]dioxan-4-yl}-ethyl)-pent-4-enal

Guidance literature:: Multi-step reaction with 12 steps

1: Dess-Martin periodinane, pyridine / CH₂Cl₂ / 2 h / Ambient temperature

2: Li naphthalenide / tetrahydrofuran / 0.17 h / -78 °C

3: tetrahydrofuran / 0 °C

4: Burgess' salt / benzene / 4 h / 40 °C

5: n-Bu₄NF / tetrahydrofuran / 20 h / Ambient temperature

6: 2,6-lutidine, DMAP / CH₂Cl₂ / 2 h / 0 °C

7: 1) 9-BBN 2) 1N aq. NaOH, 30percent aq. H₂O₂ / 1) THF, 4h, 0 deg C 2) 12h, r.t.

8: 86 percent / Dess-Martin periodinane, pyridine / CH₂Cl₂ / 1.5 h / Ambient temperature

9: 1) nBu₂BOTf, iPr₂NEt 2) 30percent aq. H₂O₂, aq. pH 7 phosphate buffer / 1) CH₂Cl₂, a) 10 min, -78 deg C b) to r.t., 40 min 2) MeOH, 1h

10: 2,6-lutidine, / CH₂Cl₂ / 2 h / 0 °C

11: 1) nBuLi / 1) THF, hexane, 30 min, 0 deg C 2) THF, 2h, 0 deg C

With pyridine; 2,6-dimethylpyridine; dmap; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; Burgess Reagent; Li naphthalenide; pH 7 phosphate buffer; di-n-butylboryl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; dihydrogen peroxide; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1021/jo00296a042