(2'R,4'S,6'R)-ethyl-(2'phenyl-6'-(2-benzyldimethylsilylethenyl)-[1,3]dioxan-4'-yl)-acetate

Base Information

Chemical Name:(2'R,4'S,6'R)-ethyl-(2'phenyl-6'-(2-benzyldimethylsilylethenyl)-[1,3]dioxan-4'-yl)-acetate
CAS No.:858676-63-8
Molecular Formula:C₂₅H₃₂O₄Si
Molecular Weight:424.612
Hs Code.:

Synonyms:(2'R,4'S,6'R)-ethyl-(2'phenyl-6'-(2-benzyldimethylsilylethenyl)-[1,3]dioxan-4'-yl)-acetate

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Chemical Property of (2'R,4'S,6'R)-ethyl-(2'phenyl-6'-(2-benzyldimethylsilylethenyl)-[1,3]dioxan-4'-yl)-acetate

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Technology Process of (2'R,4'S,6'R)-ethyl-(2'phenyl-6'-(2-benzyldimethylsilylethenyl)-[1,3]dioxan-4'-yl)-acetate

There total 4 articles about (2'R,4'S,6'R)-ethyl-(2'phenyl-6'-(2-benzyldimethylsilylethenyl)-[1,3]dioxan-4'-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: 74.0%

: 858676-57-0
(5R)-ethyl-7-benzyldimethylsilyl-5-hydroxy-hepta-2,6-dienoate

: 100-52-7
benzaldehyde

: 858676-63-8
(2'R,4'S,6'R)-ethyl-(2'phenyl-6'-(2-benzyldimethylsilylethenyl)-[1,3]dioxan-4'-yl)-acetate

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/ja052226d

Reference yield:

: 858676-59-2
(2E)-3-[benzyl(dimethyl)silyl]acrylaldehyde

: 858676-63-8
(2'R,4'S,6'R)-ethyl-(2'phenyl-6'-(2-benzyldimethylsilylethenyl)-[1,3]dioxan-4'-yl)-acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / SiCl₄; diisopropylethylamine; (R,R)-bisphosphoramide / CH₂Cl₂ / 3 h / -70 °C

2: 74 percent / KHMDS / tetrahydrofuran / 1 h / 0 °C

With tetrachlorosilane; (R,R)-bisphosphoramide; potassium hexamethylsilazane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja052226d

Reference yield:

: 82753-05-7
3-benzyldimethylsilylpropargyl alcohol

: 858676-63-8
(2'R,4'S,6'R)-ethyl-(2'phenyl-6'-(2-benzyldimethylsilylethenyl)-[1,3]dioxan-4'-yl)-acetate

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / sodium methoxyethoxyaluminium hydride / diethyl ether / 0 - 20 °C

2: 83 percent / DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -70 - 0 °C

3: 75 percent / SiCl₄; diisopropylethylamine; (R,R)-bisphosphoramide / CH₂Cl₂ / 3 h / -70 °C

4: 74 percent / KHMDS / tetrahydrofuran / 1 h / 0 °C

With tetrachlorosilane; oxalyl dichloride; sodium methoxy(ethoxy)aluminum hydride; (R,R)-bisphosphoramide; potassium hexamethylsilazane; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja052226d