tert-butyl 2-{6-[(E)-1-methyl-2-(2-methyl(oxaszol-4-yl))vinyl](3S,4S,2R,5S,6R)-3,5-dimethyl-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl}acetate

Base Information

Chemical Name:tert-butyl 2-{6-[(E)-1-methyl-2-(2-methyl(oxaszol-4-yl))vinyl](3S,4S,2R,5S,6R)-3,5-dimethyl-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl}acetate
CAS No.:310883-83-1
Molecular Formula:C₃₈H₄₅NO₅Si
Molecular Weight:623.864
Hs Code.:

Synonyms:tert-butyl 2-{6-[(E)-1-methyl-2-(2-methyl(oxaszol-4-yl))vinyl](3S,4S,2R,5S,6R)-3,5-dimethyl-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl}acetate

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Chemical Property of tert-butyl 2-{6-[(E)-1-methyl-2-(2-methyl(oxaszol-4-yl))vinyl](3S,4S,2R,5S,6R)-3,5-dimethyl-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl}acetate

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Technology Process of tert-butyl 2-{6-[(E)-1-methyl-2-(2-methyl(oxaszol-4-yl))vinyl](3S,4S,2R,5S,6R)-3,5-dimethyl-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl}acetate

There total 9 articles about tert-butyl 2-{6-[(E)-1-methyl-2-(2-methyl(oxaszol-4-yl))vinyl](3S,4S,2R,5S,6R)-3,5-dimethyl-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl}acetate 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:

: 310883-82-0
{(2R,3R,4R,5S,6R)-2-Hydroxy-3,5-dimethyl-6-[(E)-1-methyl-2-(2-methyl-oxazol-4-yl)-vinyl]-4-triphenylsilanyloxy-tetrahydro-pyran-2-yl}-acetic acid tert-butyl ester

: 310883-83-1
tert-butyl 2-{6-[(E)-1-methyl-2-(2-methyl(oxaszol-4-yl))vinyl](3S,4S,2R,5S,6R)-3,5-dimethyl-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl}acetate

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 - -30 ℃; for 27h;
DOI:10.1021/ja002356g

Reference yield:

: 540-88-5
acetic acid tert-butyl ester

: 310883-83-1
tert-butyl 2-{6-[(E)-1-methyl-2-(2-methyl(oxaszol-4-yl))vinyl](3S,4S,2R,5S,6R)-3,5-dimethyl-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl}acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: tetrahydrofuran; hexane / 0.25 h / -78 °C

2.1: 5.94 g / BF₃*Et₂O; triethylsilane / CH₂Cl₂ / 27 h / -78 - -30 °C

With triethylsilane; boron trifluoride diethyl etherate; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja002356g

Reference yield:

: 76-86-8
Triphenylsilyl chloride

: 310883-83-1
tert-butyl 2-{6-[(E)-1-methyl-2-(2-methyl(oxaszol-4-yl))vinyl](3S,4S,2R,5S,6R)-3,5-dimethyl-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl}acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2.93 g / imidazole / CH₂Cl₂ / 1.5 h / 20 °C

2.1: LDA / tetrahydrofuran; hexane / 0.25 h / -78 °C

2.2: tetrahydrofuran; hexane / 0.25 h / -78 °C

3.1: 5.94 g / BF₃*Et₂O; triethylsilane / CH₂Cl₂ / 27 h / -78 - -30 °C

With 1H-imidazole; triethylsilane; boron trifluoride diethyl etherate; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja002356g