2,2-dimethyl-propionic acid 4-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3,5-dimethyl-2-trimethylsilanylethynyl-benzyl ester

Base Information

• Chemical Name: 2,2-dimethyl-propionic acid 4-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3,5-dimethyl-2-trimethylsilanylethynyl-benzyl ester
• CAS No.: 910470-85-8
• Molecular Formula: C₂₆H₄₀O₄Si
• Molecular Weight: 444.687
• Mol file: 910470-85-8.mol

Synonyms:2,2-dimethyl-propionic acid 4-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3,5-dimethyl-2-trimethylsilanylethynyl-benzyl ester

Chemical Property of 2,2-dimethyl-propionic acid 4-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3,5-dimethyl-2-trimethylsilanylethynyl-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-dimethyl-propionic acid 4-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3,5-dimethyl-2-trimethylsilanylethynyl-benzyl ester

There total 10 articles about 2,2-dimethyl-propionic acid 4-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3,5-dimethyl-2-trimethylsilanylethynyl-benzyl 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: 92.0%

2,2-dimethyl-propionic acid 2-[4-(2,2-dimethyl-propionyloxymethyl)-3-iodo-2,6-dimethyl-phenyl]-ethyl ester (910470-71-2) + trimethylsilylacetylene (1066-54-2) → 2,2-dimethyl-propionic acid 4-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3,5-dimethyl-2-trimethylsilanylethynyl-benzyl ester (910470-85-8)

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride;

DOI:10.1055/s-2006-944190

Reference yield:

methyl 3,5-dimethyl-4-{[(trifluoromethyl)sulfonyl]oxy}benzoate (341006-48-2) → 2,2-dimethyl-propionic acid 4-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3,5-dimethyl-2-trimethylsilanylethynyl-benzyl ester (910470-85-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 92 percent / Et₃N / Pd(PPh₃)2Cl₂

2.1: BH₃*THF / tetrahydrofuran / 2 h / 0 °C

2.2: 44 percent / NaOH; aq. H₂O₂ / tetrahydrofuran / 2 h / 0 °C

3.1: 76 percent / LiAlH₄

4.1: 96 percent / pyridine; DMAP

5.1: 91 percent / I₂; PhI(OOCCF₃)2

6.1: 90 percent / pyridine

7.1: 92 percent / Et₃N / Pd(PPh₃)2Cl₂

With pyridine; dmap; lithium aluminium tetrahydride; borane-THF; iodine; triethylamine; bis-[(trifluoroacetoxy)iodo]benzene; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1.1: Sonogashira coupling / 7.1: Sonogashira coupling;

DOI:10.1055/s-2006-944190

Reference yield:

3,5-dimethyl-4-trimethylsilanylethynyl-benzoic acid methyl ester (910470-68-7) → 2,2-dimethyl-propionic acid 4-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3,5-dimethyl-2-trimethylsilanylethynyl-benzyl ester (910470-85-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: BH₃*THF / tetrahydrofuran / 2 h / 0 °C

1.2: 44 percent / NaOH; aq. H₂O₂ / tetrahydrofuran / 2 h / 0 °C

2.1: 76 percent / LiAlH₄

3.1: 96 percent / pyridine; DMAP

4.1: 91 percent / I₂; PhI(OOCCF₃)2

5.1: 90 percent / pyridine

6.1: 92 percent / Et₃N / Pd(PPh₃)2Cl₂

With pyridine; dmap; lithium aluminium tetrahydride; borane-THF; iodine; triethylamine; bis-[(trifluoroacetoxy)iodo]benzene; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 6.1: Sonogashira coupling;

DOI:10.1055/s-2006-944190

upstream raw materials:

2,2-dimethyl-propionic acid 2-[4-(2,2-dimethyl-propionyloxymethyl)-3-iodo-2,6-dimethyl-phenyl]-ethyl ester

trimethylsilylacetylene

methyl 3,5-dimethyl-4-{[(trifluoromethyl)sulfonyl]oxy}benzoate

2-(4-hydroxymethyl-2,6-dimethyl-phenyl)-ethanol

Downstream raw materials:

2,2-dimethyl-propionic acid 4-[2-(2,2-dimethyl-propionyloxy)-ethyl]-2-methanesulfonyloxyacetyl-3,5-dimethyl-benzyl ester

2,2-dimethyl-propionic acid 2-acetyl-4-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3,5-dimethyl-benzyl ester

2,2-dimethyl-propionic acid 4-[2-(2,2-dimethyl-propionyloxy)-ethyl]-2-ethynyl-3,5-dimethyl-benzyl ester