5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-4,6-dichloro-2-methyl-pyrimidine

Base Information

• Chemical Name: 5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-4,6-dichloro-2-methyl-pyrimidine
• CAS No.: 474103-33-8
• Molecular Formula: C₂₆H₃₀Cl₂N₂OSi
• Molecular Weight: 485.529
• Mol file: 474103-33-8.mol

Synonyms:5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-4,6-dichloro-2-methyl-pyrimidine

Chemical Property of 5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-4,6-dichloro-2-methyl-pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-4,6-dichloro-2-methyl-pyrimidine

There total 5 articles about 5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-4,6-dichloro-2-methyl-pyrimidine 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: 90.0%

2-(4,6-dichloro-2-methyl-pyrimidin-5-yl)-pent-4-en-1-ol (474103-23-6) + tert-butylchlorodiphenylsilane (58479-61-1) → 5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-4,6-dichloro-2-methyl-pyrimidine (474103-33-8)

Guidance literature:

With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2005.05.040

Reference yield:

(4,6-dihydroxy-2-methyl-pyrimidin-5-yl)-acetic acid ethyl ester → 5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-4,6-dichloro-2-methyl-pyrimidine (474103-33-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 73 percent / POCl₃ / 3.5 h / Heating

2: 68 percent / LiHMDS / hexane; tetrahydrofuran / 0 - 20 °C

3: 86 percent / DIBAl-H / hexane; CH₂Cl₂ / 3 h / -78 - 0 °C

4: 90 percent / imidazole; DMAP / dimethylformamide / 2 h / 0 - 20 °C

With 1H-imidazole; dmap; diisobutylaluminium hydride; lithium hexamethyldisilazane; trichlorophosphate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.05.040

Reference yield:

2-(4,6-dichloro-2-methyl-pyrimidin-5-yl)-pent-4-enoic acid ethyl ester → 5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-4,6-dichloro-2-methyl-pyrimidine (474103-33-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / DIBAl-H / hexane; CH₂Cl₂ / 3 h / -78 - 0 °C

2: 90 percent / imidazole; DMAP / dimethylformamide / 2 h / 0 - 20 °C

With 1H-imidazole; dmap; diisobutylaluminium hydride; In hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.05.040

upstream raw materials:

2-(4,6-dichloro-2-methyl-pyrimidin-5-yl)-pent-4-en-1-ol

tert-butylchlorodiphenylsilane

triethyl 1,1,2-ethanetricarboxylate

(4,6-dichloro-2-methyl-pyrimidin-5-yl)-acetic acid ethyl ester

Downstream raw materials:

(2,4-bis-trifluoromethyl-phenyl)-{5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-amine

{5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-(2,4-dichloro-phenyl)-amine

[4-chloro-8-(2,4-dichloro-phenyl)-2-methyl-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidin-5-yl]-methanol

[4-chloro-8-(2,4-dichloro-phenyl)-2-methyl-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidin-5-yl]-methanol