potassium isolespedezate

Base Information

• Chemical Name: potassium isolespedezate
• CAS No.: 123955-03-3
• Molecular Formula: C₁₅H₁₇O₉*K
• Molecular Weight: 380.393

Synonyms:potassium isolespedezate

Chemical Property of potassium isolespedezate

Chemical Property:

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Technology Process of potassium isolespedezate

There total 9 articles about potassium isolespedezate 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: 100.0%

2-[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-tetrahydro-pyran-2-yloxy]-3-[4-(2-triethylsilanyl-ethoxymethoxy)-phenyl]-acrylic acid tert-butyl ester → potassium isolespedezate (123955-03-3)

Guidance literature:

2-[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-tetrahydro-pyran-2-yloxy]-3-[4-(2-triethylsilanyl-ethoxymethoxy)-phenyl]-acrylic acid tert-butyl ester; With trifluoroacetic acid; In dichloromethane;

With potassium carbonate;

DOI:10.1246/cl.2004.976

Reference yield: 4.0%

(Z)-3-(4-Hydroxy-phenyl)-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-acrylic acid methyl ester (128316-72-3) → potassium isolespedezate (123955-03-3) + potassium lespedezate (123955-02-2)

Guidance literature:

With potassium hydroxide; In methanol; at 0 ℃; for 0.5h;

DOI:10.1016/S0040-4039(01)93902-4

Reference yield:

(+/-)-methyl 3-p-benzyloxyphenyl-2-hydroxypropionate (128316-64-3,481072-37-1) → potassium isolespedezate (123955-03-3)

Guidance literature:

Multi-step reaction with 6 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

5: nBu₄NF / tetrahydrofuran / 1 h / 0 °C

6: 94 percent / KOH / methanol / 0.5 h / 0 °C

With 1H-imidazole; potassium hydroxide; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; silver trifluoromethanesulfonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4039(01)93902-4

upstream raw materials:

(Z)-3-(4-Hydroxy-phenyl)-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-acrylic acid methyl ester

3,4,6-tris-O-tert-butyldimethylsilyl-1,2-anhydro-α-D-glucopyranose

(+/-)-methyl 3-p-benzyloxyphenyl-2-hydroxypropionate

3-(4-Hydroxy-phenyl)-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid methyl ester

Downstream raw materials:

Sodium; (Z)-3-(4-hydroxy-phenyl)-2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-acrylate

(Z)-3-(4-Hydroxy-phenyl)-2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-acrylic acid

dihydro lespedezate

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