(S)-3-[(S)-2-((R)-1-Hydroxy-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-enoyl]-4-isopropyl-oxazolidin-2-one

Base Information

Chemical Name:(S)-3-[(S)-2-((R)-1-Hydroxy-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-enoyl]-4-isopropyl-oxazolidin-2-one
CAS No.:127492-50-6
Molecular Formula:C₄₄H₇₁NO₉Si
Molecular Weight:786.135
Hs Code.:

(S)-3-[(S)-2-((R)-1-Hydroxy-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-enoyl]-4-isopropyl-oxazolidin-2-one

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Chemical Property of (S)-3-[(S)-2-((R)-1-Hydroxy-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-enoyl]-4-isopropyl-oxazolidin-2-one

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Technology Process of (S)-3-[(S)-2-((R)-1-Hydroxy-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-enoyl]-4-isopropyl-oxazolidin-2-one

There total 11 articles about (S)-3-[(S)-2-((R)-1-Hydroxy-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-enoyl]-4-isopropyl-oxazolidin-2-one 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:

: 127492-46-0
(1R,2R,4R)-2-Methoxy-4-{(E)-2-[(2S,4S,5R,6S)-2-(4-methoxy-phenyl)-5-methyl-6-vinyl-[1,3]dioxan-4-yl]-propenyl}-cyclohexanol

: 127492-50-6
(S)-3-[(S)-2-((R)-1-Hydroxy-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-enoyl]-4-isopropyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 2,6-lutidine, DMAP / CH₂Cl₂ / 2 h / 0 °C

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

3: 86 percent / Dess-Martin periodinane, pyridine / CH₂Cl₂ / 1.5 h / Ambient temperature

4: 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

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

Reference yield:

: 127492-47-1
<2S-<2α,4α,5α,6α>>-<<4-<2-<6-ethenyl-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl>-1-propenyl>-2-methoxycyclohexyl>oxy>tris-(1-methylethyl)silane

: 127492-50-6
(S)-3-[(S)-2-((R)-1-Hydroxy-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-enoyl]-4-isopropyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

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

2: 86 percent / Dess-Martin periodinane, pyridine / CH₂Cl₂ / 1.5 h / Ambient temperature

3: 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

With pyridine; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; pH 7 phosphate buffer; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/jo00296a042

Reference yield:

: 127492-44-8
1-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-2-[(2S,4S,5R,6S)-2-(4-methoxy-phenyl)-5-methyl-6-vinyl-[1,3]dioxan-4-yl]-propan-2-ol

: 127492-50-6
(S)-3-[(S)-2-((R)-1-Hydroxy-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-enoyl]-4-isopropyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

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

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

3: 2,6-lutidine, DMAP / CH₂Cl₂ / 2 h / 0 °C

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

5: 86 percent / Dess-Martin periodinane, pyridine / CH₂Cl₂ / 1.5 h / Ambient temperature

6: 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

With pyridine; 2,6-dimethylpyridine; dmap; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; Burgess Reagent; 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