(E)-1-(tert-butyldiphenylsilyloxy)-2-cyano-4-β-D-tetraacetylglucopyranosyloxy-2-butene

Base Information

Chemical Name:(E)-1-(tert-butyldiphenylsilyloxy)-2-cyano-4-β-D-tetraacetylglucopyranosyloxy-2-butene
CAS No.:639008-46-1
Molecular Formula:C₃₅H₄₃NO₁₁Si
Molecular Weight:681.812
Hs Code.:

Synonyms:(E)-1-(tert-butyldiphenylsilyloxy)-2-cyano-4-β-D-tetraacetylglucopyranosyloxy-2-butene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-1-(tert-butyldiphenylsilyloxy)-2-cyano-4-β-D-tetraacetylglucopyranosyloxy-2-butene

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Technology Process of (E)-1-(tert-butyldiphenylsilyloxy)-2-cyano-4-β-D-tetraacetylglucopyranosyloxy-2-butene

There total 5 articles about (E)-1-(tert-butyldiphenylsilyloxy)-2-cyano-4-β-D-tetraacetylglucopyranosyloxy-2-butene 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: 54.0%

: 74808-10-9
O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate

: 639008-45-0
(E)-2-(tert-butyldiphenylsilyloxymethyl)-4-hydroxy-2-butenenitrile

: 639008-46-1
(E)-1-(tert-butyldiphenylsilyloxy)-2-cyano-4-β-D-tetraacetylglucopyranosyloxy-2-butene

Guidance literature:: With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -20 ℃; for 1h;
DOI:10.1081/SCC-120023993

Reference yield:

: 639008-43-8
1-(tert-butyldiphenylsilyloxy)-4-(4-methoxy-benzyloxy)-butan-2-one

: 639008-46-1
(E)-1-(tert-butyldiphenylsilyloxy)-2-cyano-4-β-D-tetraacetylglucopyranosyloxy-2-butene

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / methanol / 2 h / 20 °C

2: 0.38 g / thionyl chloride; pyridine / 0 - 20 °C

3: 90 percent / 4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile / CHCl₃; H₂O / 2 h / 20 °C

4: 54 percent / molecular sieves 4 Angstroem; BF₃*Et₂O / CH₂Cl₂ / 1 h / -20 °C

With pyridine; thionyl chloride; 4 A molecular sieve; boron trifluoride diethyl etherate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; chloroform; water;
DOI:10.1081/SCC-120023993

Reference yield:

: 639008-44-9
(E)-2-(tert-butyldiphenylsilyloxymethyl)-4-(4-methoxy-benzyloxy)-2-butenenitrile

: 639008-46-1
(E)-1-(tert-butyldiphenylsilyloxy)-2-cyano-4-β-D-tetraacetylglucopyranosyloxy-2-butene

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / 4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile / CHCl₃; H₂O / 2 h / 20 °C

2: 54 percent / molecular sieves 4 Angstroem; BF₃*Et₂O / CH₂Cl₂ / 1 h / -20 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; chloroform; water;
DOI:10.1081/SCC-120023993