rhododendrin pentapivalate

Base Information

• Chemical Name: rhododendrin pentapivalate
• CAS No.: 152339-90-7
• Molecular Formula: C₄₁H₆₄O₁₂
• Molecular Weight: 748.952
• Mol file: 152339-90-7.mol

Synonyms:rhododendrin pentapivalate

Chemical Property of rhododendrin pentapivalate

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of rhododendrin pentapivalate

There total 8 articles about rhododendrin pentapivalate 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: 61.0%

2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosyl bromide (81058-27-7) + (R)-4-(p-pivaloyloxyphenyl)butan-2-ol (152339-92-9) → rhododendrin pentapivalate (152339-90-7)

Guidance literature:

With 3 A molecular sieve; silver carbonate; In diethyl ether; for 5h; Ambient temperature;

Reference yield:

1-bromo-4-methoxy-benzene (104-92-7) → rhododendrin pentapivalate (152339-90-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) n-BuLi / 1a.) Et₂O, n-hexane, -78 deg C to 0 deg C, 1b.) 0 deg C, 24 h, 2.) Et₂O, -20 deg C, 30 min

2: 66 percent / H₂ / Pd/C (10percent) / ethyl acetate / 3 h / 760 Torr

3: 67 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 96 h / Ambient temperature

4: 95 percent / K₂CO₃ / methanol / 0.5 h / Ambient temperature

5: 68 percent / thiophenol, KOH / bis-(2-hydroxy-ethyl) ether / 0.5 h / 180 °C

6: 66 percent / KOH / dioxane / 24 h / Ambient temperature

7: 61 percent / molecular sieves 3 Angstroem, Ag₂CO₃ / diethyl ether / 5 h / Ambient temperature

With potassium hydroxide; n-butyllithium; 3 A molecular sieve; hydrogen; potassium carbonate; thiophenol; triphenylphosphine; silver carbonate; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethyl acetate; diethylene glycol;

Reference yield:

1-(p-methoxyphenyl)-3-<(tert-butyldimethylsilyl)oxy>butan-1-ol → rhododendrin pentapivalate (152339-90-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 66 percent / H₂ / Pd/C (10percent) / ethyl acetate / 3 h / 760 Torr

2: 67 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 96 h / Ambient temperature

3: 95 percent / K₂CO₃ / methanol / 0.5 h / Ambient temperature

4: 68 percent / thiophenol, KOH / bis-(2-hydroxy-ethyl) ether / 0.5 h / 180 °C

5: 66 percent / KOH / dioxane / 24 h / Ambient temperature

6: 61 percent / molecular sieves 3 Angstroem, Ag₂CO₃ / diethyl ether / 5 h / Ambient temperature

With potassium hydroxide; 3 A molecular sieve; hydrogen; potassium carbonate; thiophenol; triphenylphosphine; silver carbonate; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethyl acetate; diethylene glycol;

upstream raw materials:

2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosyl bromide

(R)-4-(p-pivaloyloxyphenyl)butan-2-ol

1-bromo-4-methoxy-benzene

1,2,3,4,6-penta-O-trimethylacetyl-β-D-glucopyranose

Downstream raw materials:

(1R)-3-(4-hydroxyphenyl)-1-methylpropyl β-D-glucopyranoside

Refernces