(5-benzyloxy-1-(iodomethyl)pentyloxy)-tert-butyldimethylsilane

Base Information

• Chemical Name: (5-benzyloxy-1-(iodomethyl)pentyloxy)-tert-butyldimethylsilane
• CAS No.: 369357-47-1
• Molecular Formula: C₁₉H₃₃IO₂Si
• Molecular Weight: 448.46
• Mol file: 369357-47-1.mol

Synonyms:(5-benzyloxy-1-(iodomethyl)pentyloxy)-tert-butyldimethylsilane

Chemical Property of (5-benzyloxy-1-(iodomethyl)pentyloxy)-tert-butyldimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5-benzyloxy-1-(iodomethyl)pentyloxy)-tert-butyldimethylsilane

There total 8 articles about (5-benzyloxy-1-(iodomethyl)pentyloxy)-tert-butyldimethylsilane 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: 88.0%

6-benzyloxy-2-(tert-butyldimethylsilanyloxy)hexyl 4-methylbenzenesulfonate (369357-31-3) → (5-benzyloxy-1-(iodomethyl)pentyloxy)-tert-butyldimethylsilane (369357-47-1)

Guidance literature:

With lithium iodide; In acetone;

DOI:10.1016/S0960-894X(01)00350-X

Reference yield:

6-benzyloxy-1-hexene (59137-50-7) → (5-benzyloxy-1-(iodomethyl)pentyloxy)-tert-butyldimethylsilane (369357-47-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 72 percent / OsO₄; 4-methylmorpholine / acetonitrile; H₂O / 12 h / 20 °C

2: 74 percent / pyridine / 12 h / 20 °C

3: 91 percent / imidazole / dimethylformamide / 1 h / 20 °C

4: 88 percent / lithium iodide / acetone / 14 h / Heating

With 4-methyl-morpholine; pyridine; 1H-imidazole; osmium(VIII) oxide; lithium iodide; In water; N,N-dimethyl-formamide; acetone; acetonitrile;

DOI:10.1016/j.bmc.2006.10.049

Reference yield:

(±)-6-benzyloxyhexan-1,2-diol (71998-68-0) → (5-benzyloxy-1-(iodomethyl)pentyloxy)-tert-butyldimethylsilane (369357-47-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / pyridine / 12 h / 20 °C

2: 91 percent / imidazole / dimethylformamide / 1 h / 20 °C

3: 88 percent / lithium iodide / acetone / 14 h / Heating

With pyridine; 1H-imidazole; lithium iodide; In N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.bmc.2006.10.049

upstream raw materials:

6-benzyloxy-2-(tert-butyldimethylsilanyloxy)hexyl 4-methylbenzenesulfonate

5-Hexen-1-ol

6-benzyloxy-1-hexene

benzyl bromide

Downstream raw materials:

diethyl 2-[6-benzyloxy-2-(tert-butyldimethylsilanyloxy)hexyl]malonate