1-(tert-butyl-dimethyl-silanyloxy)-3-(4-dec-1-ynyl-2-nitro-phenyl)-propan-2-ol

Base Information

• Chemical Name: 1-(tert-butyl-dimethyl-silanyloxy)-3-(4-dec-1-ynyl-2-nitro-phenyl)-propan-2-ol
• CAS No.: 442521-44-0
• Molecular Formula: C₂₅H₄₁NO₄Si
• Molecular Weight: 447.69
• Mol file: 442521-44-0.mol

Synonyms:1-(tert-butyl-dimethyl-silanyloxy)-3-(4-dec-1-ynyl-2-nitro-phenyl)-propan-2-ol

Chemical Property of 1-(tert-butyl-dimethyl-silanyloxy)-3-(4-dec-1-ynyl-2-nitro-phenyl)-propan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(tert-butyl-dimethyl-silanyloxy)-3-(4-dec-1-ynyl-2-nitro-phenyl)-propan-2-ol

There total 6 articles about 1-(tert-butyl-dimethyl-silanyloxy)-3-(4-dec-1-ynyl-2-nitro-phenyl)-propan-2-ol 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:

acetic acid 2-(tert-butyl-dimethyl-silanyloxy)-1-(4-dec-1-ynyl-2-nitro-benzyl)-ethyl ester → 1-(tert-butyl-dimethyl-silanyloxy)-3-(4-dec-1-ynyl-2-nitro-phenyl)-propan-2-ol (442521-44-0)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(02)00099-6

Reference yield:

4-bromo-2-nitrotoluene (60956-26-5) → 1-(tert-butyl-dimethyl-silanyloxy)-3-(4-dec-1-ynyl-2-nitro-phenyl)-propan-2-ol (442521-44-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

1.2: 87.6 percent / tetrahydrofuran / 24 h / 40 °C

2.1: 73.5 percent / LiBH₄ / tetrahydrofuran / 1 h / 20 °C

3.1: 81.7 percent / imidazole / dimethylformamide / 0 °C

4.1: 83.7 percent / pyridine / 1 h / 20 °C

5.1: PdCl₂(PPh₃)2; CuI; Et₂NH / 20 h / 20 °C

6.1: 599 mg / aq. NaOH / methanol / 1 h / 20 °C

With pyridine; 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; copper(l) iodide; lithium borohydride; sodium hydride; diethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 5.1: Sonagashira coupling;

DOI:10.1016/S0040-4020(02)00099-6

Reference yield:

ethyl 3-(4-bromo-2-nitrophenyl)-2-oxopropanoate (442521-40-6) → 1-(tert-butyl-dimethyl-silanyloxy)-3-(4-dec-1-ynyl-2-nitro-phenyl)-propan-2-ol (442521-44-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 73.5 percent / LiBH₄ / tetrahydrofuran / 1 h / 20 °C

2: 81.7 percent / imidazole / dimethylformamide / 0 °C

3: 83.7 percent / pyridine / 1 h / 20 °C

4: PdCl₂(PPh₃)2; CuI; Et₂NH / 20 h / 20 °C

5: 599 mg / aq. NaOH / methanol / 1 h / 20 °C

With pyridine; 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; copper(l) iodide; lithium borohydride; diethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 4: Sonagashira coupling;

DOI:10.1016/S0040-4020(02)00099-6

upstream raw materials:

4-bromo-2-nitrotoluene

ethyl 3-(4-bromo-2-nitrophenyl)-2-oxopropanoate

3-(4-bromo-2-nitro-phenyl)-propane-1,2-diol

1-(4-bromo-2-nitro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propan-2-ol

Downstream raw materials:

2-{2-[3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-5-decyl-phenylamino}-3-methyl-butyric acid benzyl ester

1-(2-amino-4-decyl-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propan-2-ol