1-iodo-6-triphenylmethyloxyhexane

Base Information

• Chemical Name: 1-iodo-6-triphenylmethyloxyhexane
• CAS No.: 158576-27-3
• Molecular Formula: C₂₅H₂₇IO
• Molecular Weight: 470.393
• Mol file: 158576-27-3.mol

Synonyms:1-iodo-6-triphenylmethyloxyhexane

Chemical Property of 1-iodo-6-triphenylmethyloxyhexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-iodo-6-triphenylmethyloxyhexane

There total 6 articles about 1-iodo-6-triphenylmethyloxyhexane 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: 80.0%

6-(triphenylmethyloxy)-1-hexanol (38257-95-3) → 1-iodo-6-triphenylmethyloxyhexane (158576-27-3)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In diethyl ether; acetonitrile; at 0 - 20 ℃;

DOI:10.1002/chem.202102359

Reference yield: 46.0%

1-tetrahydropyranyloxy-6-triphenylmethyloxyhexane (158576-23-9) → 1-iodo-6-triphenylmethyloxyhexane (158576-27-3)

Guidance literature:

With iodine; 1,2-bis-(diphenylphosphino)ethane; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1016/0009-3084(94)90067-1

Reference yield:

1,6-hexanediol (629-11-8) → 1-iodo-6-triphenylmethyloxyhexane (158576-27-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 48 percent / iron (III) sulphate on silica gel / hexane / 1.42 h / 45 °C

2: 84 percent / pyridine / CH₂Cl₂ / 16 h / Ambient temperature

3: 46 percent / I₂, 1,2-bis(diphenylphosphino)ethane / CH₂Cl₂ / 4 h / Ambient temperature

With pyridine; iodine; 1,2-bis-(diphenylphosphino)ethane; iron(III) sulfate; In hexane; dichloromethane;

DOI:10.1016/0009-3084(94)90067-1

upstream raw materials:

1-tetrahydropyranyloxy-6-triphenylmethyloxyhexane

6-(tetrahydro-2H-pyranyloxy)hexan-1-ol

1,6-hexanediol

trityl chloride

Downstream raw materials:

oct-7-yn-1-ol

ethyl (R,S)-10-methyloctadecanoate

methyl (R,S)-10-methyloctadecanoate

10-Methyl-octadecanoic acid

Refernces

• 1、 Wallace, Paul A.,Minnikin, David E.,McCrudden, Katharine,Pizzarello, Andrea. "Synthesis of (R,S)-10-methyloctadecanoic acid (tuberculostearic acid) and key chiral 2-methyl branched intermediates". . p. 145 - 162. Retrieved 2007/10/02.