(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-enoic acid benzyl ester

Base Information

Chemical Name:(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-enoic acid benzyl ester
CAS No.:127492-52-8
Molecular Formula:C₅₁H₈₂O₈Si₂
Molecular Weight:879.378
Hs Code.:

(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-enoic acid benzyl ester

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Chemical Property of (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-enoic acid benzyl ester

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Technology Process of (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-enoic acid benzyl ester

There total 15 articles about (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-enoic acid benzyl 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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 127492-52-8
(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-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

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

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

With 2,6-dimethylpyridine; n-butyllithium; In dichloromethane;
DOI:10.1021/jo00296a042

Reference yield:

: 116386-68-6
(S)-4-(1-Methylethyl)-3-(1-oxo-4-pentenyl)-2-oxazolidinone

: 127492-52-8
(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-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 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

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

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

With 2,6-dimethylpyridine; n-butyllithium; pH 7 phosphate buffer; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; 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

: 127492-52-8
(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-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 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

7: 2,6-lutidine, / CH₂Cl₂ / 2 h / 0 °C

8: 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; 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