[6-(2-{2-[2-benzenesulfonyl-5-(6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-1-hydroxy-3-methyl-hex-4-enyl]-3-methyl-cyclopropyl}-vinyl)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetic acid methyl ester

Base Information

Chemical Name:[6-(2-{2-[2-benzenesulfonyl-5-(6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-1-hydroxy-3-methyl-hex-4-enyl]-3-methyl-cyclopropyl}-vinyl)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetic acid methyl ester
CAS No.:1054631-66-1
Molecular Formula:C₄₇H₇₈O₉SSi₂
Molecular Weight:875.368
Hs Code.:

[6-(2-{2-[2-benzenesulfonyl-5-(6-ethyl-5-methyl-3,6-dihydro-2<i>H</i>-pyran-2-yl)-1-hydroxy-3-methyl-hex-4-enyl]-3-methyl-cyclopropyl}-vinyl)-4,5-bis-(<i>tert</i>-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetic acid methyl ester

Synonyms:[6-(2-{2-[2-benzenesulfonyl-5-(6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-1-hydroxy-3-methyl-hex-4-enyl]-3-methyl-cyclopropyl}-vinyl)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetic acid methyl ester

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Chemical Property of [6-(2-{2-[2-benzenesulfonyl-5-(6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-1-hydroxy-3-methyl-hex-4-enyl]-3-methyl-cyclopropyl}-vinyl)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetic acid methyl ester

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Technology Process of [6-(2-{2-[2-benzenesulfonyl-5-(6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-1-hydroxy-3-methyl-hex-4-enyl]-3-methyl-cyclopropyl}-vinyl)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetic acid methyl ester

There total 33 articles about [6-(2-{2-[2-benzenesulfonyl-5-(6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-1-hydroxy-3-methyl-hex-4-enyl]-3-methyl-cyclopropyl}-vinyl)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetic acid methyl 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:

: 393530-21-7
[2R,6R,2(2'S,3'E)]-2-(1-phenylsulfonyl-2-methyl-3-penten-4-yl)-5-methyl-6-ethyl-3,6-dihydropyran

: 393530-50-2
methyl (8Z,10S,11S,12S)-2,3-di-O-tert-butyldimethylsilyl-1,4-dideoxy-1C-β-[11-methyl-12-formylcyclopropylethenyl]-D-gluco-heptopyranuronate

: 1054631-66-1
[6-(2-{2-[2-benzenesulfonyl-5-(6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-1-hydroxy-3-methyl-hex-4-enyl]-3-methyl-cyclopropyl}-vinyl)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetic acid methyl ester

Guidance literature:: [2R,6R,2(2'S,3'E)]-2-(1-phenylsulfonyl-2-methyl-3-penten-4-yl)-5-methyl-6-ethyl-3,6-dihydropyran; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

methyl (8Z,10S,11S,12S)-2,3-di-O-tert-butyldimethylsilyl-1,4-dideoxy-1C-β-[11-methyl-12-formylcyclopropylethenyl]-D-gluco-heptopyranuronate; In tetrahydrofuran; hexane; at -78 ℃; for 2h;
DOI:10.1016/S0040-4020(03)00370-3

Reference yield:

: 14204-24-1
N-(phenylthio)succinimide

: 1054631-66-1
[6-(2-{2-[2-benzenesulfonyl-5-(6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-1-hydroxy-3-methyl-hex-4-enyl]-3-methyl-cyclopropyl}-vinyl)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 91 percent / PBu₃ / benzene / 1 h

2.1: 98 percent / ammonium molybdate tetrahydrate; aq. H₂O₂ / ethanol / 0.5 h / -10 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 31 mg / tetrahydrofuran; hexane / 2 h / -78 °C

With n-butyllithium; ammonium molybdate(VI) tetrahydrate; tributylphosphine; dihydrogen peroxide; In tetrahydrofuran; ethanol; hexane; benzene; 3.2: Julia coupling;
DOI:10.1016/S0040-4020(03)00370-3

Reference yield:

: 393530-33-1
[4,6-dideoxy-6-(methoxycarbonyl)-D-gluco-β-C-pyranosyl] methanol

: 1054631-66-1
[6-(2-{2-[2-benzenesulfonyl-5-(6-ethyl-5-methyl-3,6-dihydro-2H-pyran-2-yl)-1-hydroxy-3-methyl-hex-4-enyl]-3-methyl-cyclopropyl}-vinyl)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

1.2: 99 percent / CH₂Cl₂ / 0.5 h / 0 °C

2.1: 81 percent / TFA; H₂O / tetrahydrofuran / 3 h / 20 °C

3.1: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

4.1: NaHMDS / dimethylformamide / -60 - 20 °C

4.2: 14 percent / TFA / tetrahydrofuran; H₂O / 3 h / 20 °C

5.1: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

6.2: 31 mg / tetrahydrofuran; hexane / 2 h / -78 °C

With 2,6-dimethylpyridine; n-butyllithium; water; sodium hexamethyldisilazane; Dess-Martin periodane; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 4.1: Julia coupling / 6.2: Julia coupling;
DOI:10.1016/S0040-4020(03)00370-3