(Z)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-acrylic acid methyl ester

Base Information

Chemical Name:(Z)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-acrylic acid methyl ester
CAS No.:128316-71-2
Molecular Formula:C₃₀H₄₂O₁₃Si
Molecular Weight:638.741
Hs Code.:

(Z)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-acrylic acid methyl ester

Synonyms:(Z)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-acrylic acid methyl ester

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Chemical Property of (Z)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-acrylic acid methyl ester

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Technology Process of (Z)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-acrylic acid methyl ester

There total 4 articles about (Z)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-acrylic acid methyl ester 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: 80.0%

: 128316-69-8,128316-70-1
3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid methyl ester

: 128316-71-2
(Z)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-acrylic acid methyl ester

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; for 120h; Heating;
DOI:10.1016/S0040-4039(01)93902-4

Reference yield:

: 128316-64-3,481072-37-1
(+/-)-methyl 3-p-benzyloxyphenyl-2-hydroxypropionate

: 128316-71-2
(Z)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 53 percent / AgOTf, molecular sieves 4A / CH₂Cl₂ / 0.33 h / 0 °C

2: H₂ / Pd/C / methanol; ethyl acetate / 8 h / Ambient temperature

3: imidazole / dimethylformamide / Ambient temperature

4: 80 percent / DDQ / toluene / 120 h / Heating

With 1H-imidazole; 4 A molecular sieve; hydrogen; silver trifluoromethanesulfonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(01)93902-4

Reference yield:

: 128316-65-4,128316-66-5
3-(4-Benzyloxy-phenyl)-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid methyl ester

: 128316-71-2
(Z)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / Pd/C / methanol; ethyl acetate / 8 h / Ambient temperature

2: imidazole / dimethylformamide / Ambient temperature

3: 80 percent / DDQ / toluene / 120 h / Heating

With 1H-imidazole; hydrogen; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(01)93902-4