C₁₈H₃₂O₂SiC₁₆H₁₈

Base Information

• Chemical Name: C₁₈H₃₂O₂SiC₁₆H₁₈
• CAS No.: 947304-86-1
• Molecular Formula: C₃₄H₅₀O₂Si
• Molecular Weight: 518.855
• Mol file: 947304-86-1.mol

Synonyms:

Chemical Property of C₁₈H₃₂O₂SiC₁₆H₁₈

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₈H₃₂O₂SiC₁₆H₁₈

There total 15 articles about C₁₈H₃₂O₂SiC₁₆H₁₈ 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:

(S,10E,12E)-9-(tert-butyldiphenylsilyloxy)-octadeca-10,12-dien-1-ol (947304-78-1) → C18H32O2SiC16H18 (947304-86-1)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 - 20 ℃;

DOI:10.1016/j.tet.2007.05.047

Reference yield:

(S)-11-(4-methoxybenzyloxy)undec-1-yn-3-ol (935746-69-3) → C18H32O2SiC16H18 (947304-86-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / CuI; Et₃N / Pd(PPh₃)2Cl₂ / 8 h

2: 83 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

3: 96 percent / imidazole / CH₂Cl₂ / 0 °C

4: 89 percent / DDQ; H₂O / CH₂Cl₂ / 0.75 h / 20 °C

5: (COCl)2; Et₃N; DMSO / CH₂Cl₂ / -60 - 20 °C

With 1H-imidazole; copper(l) iodide; lithium aluminium tetrahydride; oxalyl dichloride; water; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; 1: Sonogashira coupling / 5: Swern oxidation;

DOI:10.1016/j.tet.2007.05.047

Reference yield:

((4S,5S)-5-(8-(4-methoxybenzyloxy)octyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol (935746-67-1) → C18H32O2SiC16H18 (947304-86-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 89 percent / N-chlorosuccinimide; PPh₃ / CH₂Cl₂ / 3 h / 0 - 20 °C

2: 82 percent / n-BuLi; HMPA / tetrahydrofuran; hexane / -42 - 20 °C

3: 86 percent / CuI; Et₃N / Pd(PPh₃)2Cl₂ / 8 h

4: 83 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

5: 96 percent / imidazole / CH₂Cl₂ / 0 °C

6: 89 percent / DDQ; H₂O / CH₂Cl₂ / 0.75 h / 20 °C

7: (COCl)2; Et₃N; DMSO / CH₂Cl₂ / -60 - 20 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; N-chloro-succinimide; copper(l) iodide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; water; dimethyl sulfoxide; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; hexane; dichloromethane; 3: Sonogashira coupling / 7: Swern oxidation;

DOI:10.1016/j.tet.2007.05.047

upstream raw materials:

(S,10E,12E)-9-(tert-butyldiphenylsilyloxy)-octadeca-10,12-dien-1-ol

(S)-11-(4-methoxybenzyloxy)undec-1-yn-3-ol

(E)-ethyl 11-(4-methoxybenzyloxy)undec-2-enoate

((4S,5S)-5-(8-(4-methoxybenzyloxy)octyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

Downstream raw materials:

C₁₈H₃₂O₃SiC₁₆H₁₈