ethyl (E)-3-[(2S,4R,5R)-5-(tert-butyldimethylsilyloxy)-2-phenyl-1,3-dioxan-4-yl]acrylate

Base Information

Chemical Name:ethyl (E)-3-[(2S,4R,5R)-5-(tert-butyldimethylsilyloxy)-2-phenyl-1,3-dioxan-4-yl]acrylate
CAS No.:1187242-48-3
Molecular Formula:C₂₁H₃₂O₅Si
Molecular Weight:392.568
Hs Code.:

Synonyms:ethyl (E)-3-[(2S,4R,5R)-5-(tert-butyldimethylsilyloxy)-2-phenyl-1,3-dioxan-4-yl]acrylate

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Chemical Property of ethyl (E)-3-[(2S,4R,5R)-5-(tert-butyldimethylsilyloxy)-2-phenyl-1,3-dioxan-4-yl]acrylate

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Technology Process of ethyl (E)-3-[(2S,4R,5R)-5-(tert-butyldimethylsilyloxy)-2-phenyl-1,3-dioxan-4-yl]acrylate

There total 1 articles about ethyl (E)-3-[(2S,4R,5R)-5-(tert-butyldimethylsilyloxy)-2-phenyl-1,3-dioxan-4-yl]acrylate 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: 97.0%

: 1004994-84-6
(E)-ethyl 3-((2S,4R,5R)-5-hydroxy-2-phenyl-1,3-dioxan-4-yl)acrylate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1187242-48-3
ethyl (E)-3-[(2S,4R,5R)-5-(tert-butyldimethylsilyloxy)-2-phenyl-1,3-dioxan-4-yl]acrylate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2009.06.029

Reference yield: 60.0%

: 1187242-48-3
ethyl (E)-3-[(2S,4R,5R)-5-(tert-butyldimethylsilyloxy)-2-phenyl-1,3-dioxan-4-yl]acrylate

: 75-16-1
methylmagnesium bromide

: 1187242-50-7
ethyl (R)-3-[(2S,4R,5R)-5-(tert-butyldimethylsilyloxy)-2-phenyl-1,3-dioxan-4-yl]butylate

: 1187242-74-5
ethyl (S)-3-[(2S,4R,5R)-5-(tert-butyldimethylsilyloxy)-2-phenyl-1,3-dioxan-4-yl]butylate

Guidance literature:: methylmagnesium bromide; With copper(l) iodide; In tetrahydrofuran; at -78 - -40 ℃; Inert atmosphere;

ethyl (E)-3-[(2S,4R,5R)-5-(tert-butyldimethylsilyloxy)-2-phenyl-1,3-dioxan-4-yl]acrylate; With chloro-trimethyl-silane; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; pH=9; optical yield given as %de;
DOI:10.1016/j.tet.2009.06.029