(4-{[tert-Butyl(dimethyl)silyl]oxy}-3,5-dipropylphenyl)methanol

Base Information

• Chemical Name: (4-{[tert-Butyl(dimethyl)silyl]oxy}-3,5-dipropylphenyl)methanol
• CAS No.: 137421-55-7
• Molecular Formula: C19H34O2Si
• Molecular Weight: 322.563
• DSSTox Substance ID: DTXSID20597881
• Wikidata: Q82493540
• Mol file: 137421-55-7.mol

Synonyms:137421-55-7;SCHEMBL662680;DTXSID20597881;DWSWNGWLPPWIGX-UHFFFAOYSA-N;(4-{[tert-Butyl(dimethyl)silyl]oxy}-3,5-dipropylphenyl)methanol;DB-420136;4-tert-butyldimethylsilyloxy-3,5-dipropylbenzyl alcohol;(4-((tert-Butyldimethylsilyl)oxy)-3,5-dipropylphenyl)methanol;t-butyl-dimethylsilyloxy-2,6-dipropyl-4-hydroxymethyl benzene;t-butyldimethylsilyloxy-2,6-dipropyl-4-hydroxymethyl benzene

Chemical Property of (4-{[tert-Butyl(dimethyl)silyl]oxy}-3,5-dipropylphenyl)methanol

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 322.232806857
• Heavy Atom Count: 22
• Complexity: 306

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=CC(=CC(=C1O[Si](C)(C)C(C)(C)C)CCC)CO

Technology Process of (4-{[tert-Butyl(dimethyl)silyl]oxy}-3,5-dipropylphenyl)methanol

There total 9 articles about (4-{[tert-Butyl(dimethyl)silyl]oxy}-3,5-dipropylphenyl)methanol 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: 92.0%

methyl 4-tert-butyldimethyl-silyloxy-3,5-dipropylbenzoate (137445-54-6) → t-butyl-dimethylsilyloxy-2,6-dipropyl-4-hydroxymethyl benzene (137421-55-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/jm00075a033

Reference yield:

methyl 3-allyl-4-hydroxybenzoate (53596-60-4) → t-butyl-dimethylsilyloxy-2,6-dipropyl-4-hydroxymethyl benzene (137421-55-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / K₂CO₃ / acetone / Heating

2: 94 percent / 2,6-di-tert-butyl-4-methylphenol (BHT) / various solvent(s) / Heating

3: 97 percent / Et₃N, DMAP / CH₂Cl₂

4: 90 percent / H₂ / 5percent Rh/C / ethanol

5: 92 percent / LiAlH₄ / tetrahydrofuran / 0 - 20 °C

With dmap; lithium aluminium tetrahydride; 2,6-di-tert-butyl-4-methyl-phenol; hydrogen; potassium carbonate; triethylamine; Rh on carbon; In tetrahydrofuran; ethanol; dichloromethane; acetone;

DOI:10.1021/jm00075a033

Reference yield:

methyl 4-allyloxybenzoate (35750-24-4) → t-butyl-dimethylsilyloxy-2,6-dipropyl-4-hydroxymethyl benzene (137421-55-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 90 percent / 2,6-di-tert-butyl-4-methylphenol (BHT) / various solvent(s) / Heating

2: 87 percent / K₂CO₃ / acetone / Heating

3: 94 percent / 2,6-di-tert-butyl-4-methylphenol (BHT) / various solvent(s) / Heating

4: 97 percent / Et₃N, DMAP / CH₂Cl₂

5: 90 percent / H₂ / 5percent Rh/C / ethanol

6: 92 percent / LiAlH₄ / tetrahydrofuran / 0 - 20 °C

With dmap; lithium aluminium tetrahydride; 2,6-di-tert-butyl-4-methyl-phenol; hydrogen; potassium carbonate; triethylamine; Rh on carbon; In tetrahydrofuran; ethanol; dichloromethane; acetone;

DOI:10.1021/jm00075a033

upstream raw materials:

methyl 4-tert-butyldimethyl-silyloxy-3,5-dipropylbenzoate

methyl 3-allyl-4-hydroxybenzoate

methyl 4-allyloxybenzoate

tert-butyldimethylsilyl chloride

Downstream raw materials:

Methyl 2-[(2,6-dipropyl-4-vinyl)phenoxy]-2-(2-naphthyl)-acetate

t-Butyldimethylsilyloxy-2,6-dipropyl-4-vinyl benzene

2,6-dipropyl-4-vinylphenol

4-butyl-5-{4-(tert-butyldimethylsilyloxy)-3,5-dipropylbenzyl}-6-(2-methoxyethoxy)-2-methylpyrimidine