(E)-1-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-α-D-glucopyranosyloxy)-3-(t-butyldimethylsiloxy)buta-1,3-diene

Base Information

Chemical Name:(E)-1-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-α-D-glucopyranosyloxy)-3-(t-butyldimethylsiloxy)buta-1,3-diene
CAS No.:130034-70-7
Molecular Formula:C₂₉H₄₂O₁₀Si
Molecular Weight:578.732
Hs Code.:

Synonyms:(E)-1-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-α-D-glucopyranosyloxy)-3-(t-butyldimethylsiloxy)buta-1,3-diene

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Chemical Property of (E)-1-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-α-D-glucopyranosyloxy)-3-(t-butyldimethylsiloxy)buta-1,3-diene

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Technology Process of (E)-1-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-α-D-glucopyranosyloxy)-3-(t-butyldimethylsiloxy)buta-1,3-diene

There total 2 articles about (E)-1-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-α-D-glucopyranosyloxy)-3-(t-butyldimethylsiloxy)buta-1,3-diene 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: 98.0%

: 104410-90-4
tert-butyldimethylsilyl trifluoroacetate

: 130034-81-0
(E)-4-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-α-D-glucopyranosyloxy)but-3-en-2-one

: 130034-70-7
(E)-1-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-α-D-glucopyranosyloxy)-3-(t-butyldimethylsiloxy)buta-1,3-diene

Guidance literature:: With triethylamine; In dichloromethane; for 0.25h;

Reference yield:

: 29741-68-2
3,4,6-tri-O-acetyl-2-O-benzyl-α/β-D-glucopyranose

: 130034-70-7
(E)-1-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-α-D-glucopyranosyloxy)-3-(t-butyldimethylsiloxy)buta-1,3-diene

Guidance literature:: Multi-step reaction with 2 steps

1: 26 percent / N-methylmorpholine / CH₂Cl₂ / 0.5 h

2: 98 percent / triethylamine / CH₂Cl₂ / 0.25 h

With 4-methyl-morpholine; triethylamine; In dichloromethane;

Reference yield:

: 130034-70-7
(E)-1-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-α-D-glucopyranosyloxy)-3-(t-butyldimethylsiloxy)buta-1,3-diene

: 104629-47-2,104713-21-5,130143-45-2,130143-46-3
(1R,2R,3S)-5-Oxo-N-phenyl-3-(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyloxy)cyclohexane-1,2-dicarboximide

Guidance literature:: Multi-step reaction with 4 steps

1: 31 percent / benzene

2: 0.1 M hydrochloric acid / tetrahydrofuran / 30 h

3: hydrogen / 10 percent palladium-charcoal / ethyl acetate / 24 h

4: pyridine / 2.) room temperature, 24 h

With pyridine; hydrogenchloride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; benzene;