4-(tert-butyl-dimethyl-silanyloxy)-6-hydroxymethyl-3-methoxy-2-methyl-phenol

Base Information

• Chemical Name: 4-(tert-butyl-dimethyl-silanyloxy)-6-hydroxymethyl-3-methoxy-2-methyl-phenol
• CAS No.: 808765-99-3
• Molecular Formula: C₁₅H₂₆O₄Si
• Molecular Weight: 298.455

Synonyms:4-(tert-butyl-dimethyl-silanyloxy)-6-hydroxymethyl-3-methoxy-2-methyl-phenol

Chemical Property of 4-(tert-butyl-dimethyl-silanyloxy)-6-hydroxymethyl-3-methoxy-2-methyl-phenol

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Technology Process of 4-(tert-butyl-dimethyl-silanyloxy)-6-hydroxymethyl-3-methoxy-2-methyl-phenol

There total 3 articles about 4-(tert-butyl-dimethyl-silanyloxy)-6-hydroxymethyl-3-methoxy-2-methyl-phenol 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: 95.0%

5-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-4-methoxy-3-methyl-benzaldehyde (808766-15-6) → 4-(tert-butyl-dimethyl-silanyloxy)-6-hydroxymethyl-3-methoxy-2-methyl-phenol (808765-99-3)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 2h;

DOI:10.1021/ja0447154

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 4-(tert-butyl-dimethyl-silanyloxy)-6-hydroxymethyl-3-methoxy-2-methyl-phenol (808765-99-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / imidazole / CH₂Cl₂ / 5 h / 20 °C

2: 95 percent / DIBAL-H / CH₂Cl₂; hexane / 2 h / -78 °C

With 1H-imidazole; diisobutylaluminium hydride; In hexane; dichloromethane;

DOI:10.1021/ja0447154

Reference yield:

2,5-dihydroxy-4-methoxy-3-methyl-benzaldehyde (622852-28-2) → 4-(tert-butyl-dimethyl-silanyloxy)-6-hydroxymethyl-3-methoxy-2-methyl-phenol (808765-99-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / imidazole / CH₂Cl₂ / 5 h / 20 °C

2: 95 percent / DIBAL-H / CH₂Cl₂; hexane / 2 h / -78 °C

With 1H-imidazole; diisobutylaluminium hydride; In hexane; dichloromethane;

DOI:10.1021/ja0447154

upstream raw materials:

5-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-4-methoxy-3-methyl-benzaldehyde

tert-butyldimethylsilyl chloride

2,5-dihydroxy-4-methoxy-3-methyl-benzaldehyde

Downstream raw materials:

(5R,6R,7S,8R,9R,12S,13E,16S,18S,19S)-6,7,8,9,10,11,12,15,16,17,18,19-dodecahydro-4,7,19-trihydroxy-2,6,8,12,14,16,18-heptamethyl-1,19:5,9-diepoxybenzo[18]annulen-3(5H)-one

[2-((1S,3S)-4-Benzyloxy-1,3-dimethyl-butyl)-6-methoxy-7-methyl-benzofuran-5-yloxy]-tert-butyl-dimethyl-silane

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