Triphenyl-[(Z)-6-(tetrahydro-pyran-2-yloxy)-hex-3-enyl]-phosphonium; iodide

Base Information

• Chemical Name: Triphenyl-[(Z)-6-(tetrahydro-pyran-2-yloxy)-hex-3-enyl]-phosphonium; iodide
• CAS No.: 88730-62-5
• Molecular Formula: C₂₉H₃₄O₂P*I
• Molecular Weight: 572.466
• Mol file: 88730-62-5.mol

Synonyms:Triphenyl-[(Z)-6-(tetrahydro-pyran-2-yloxy)-hex-3-enyl]-phosphonium; iodide

Chemical Property of Triphenyl-[(Z)-6-(tetrahydro-pyran-2-yloxy)-hex-3-enyl]-phosphonium; iodide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Triphenyl-[(Z)-6-(tetrahydro-pyran-2-yloxy)-hex-3-enyl]-phosphonium; iodide

There total 7 articles about Triphenyl-[(Z)-6-(tetrahydro-pyran-2-yloxy)-hex-3-enyl]-phosphonium; iodide 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: 100.0%

1-Iodo-6-<(2-tetrahydropyranyl)oxy>-(Z)-hex-3-ene (88730-61-4) + triphenylphosphine (603-35-0) → Triphenyl-[(Z)-6-(tetrahydro-pyran-2-yloxy)-hex-3-enyl]-phosphonium; iodide (88730-62-5)

Guidance literature:

In acetonitrile; for 13h; Heating;

Reference yield:

(Z)-6-(tetrahydro-2H-pyran-2-yloxy)hex-3-en-1-ol (88730-60-3) → Triphenyl-[(Z)-6-(tetrahydro-pyran-2-yloxy)-hex-3-enyl]-phosphonium; iodide (88730-62-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / triethylamine / CH₂Cl₂ / 1.5 h / 0 °C

2: 80 percent / NaI / acetone / 11 h / Ambient temperature

3: 100 percent / acetonitrile / 13 h / Heating

With triethylamine; sodium iodide; In dichloromethane; acetone; acetonitrile;

Reference yield:

methyl (3Z)-6-hydroxy-3-hexenoate (38341-83-2) → Triphenyl-[(Z)-6-(tetrahydro-pyran-2-yloxy)-hex-3-enyl]-phosphonium; iodide (88730-62-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 4 h / Ambient temperature

2: 73 percent / LiAlH₄ / tetrahydrofuran / 1) 0 deg C, 2) reflux, 0,5 h

3: pyridine / 5 °C

4: NaI / acetone / 3 h / Ambient temperature

5: 80 percent / toluene; acetonitrile / 48 h / 60 °C

With lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; sodium iodide; In tetrahydrofuran; pyridine; dichloromethane; acetone; toluene; acetonitrile;

DOI:10.1021/jo00181a023

upstream raw materials:

1-Iodo-6-<(2-tetrahydropyranyl)oxy>-(Z)-hex-3-ene

triphenylphosphine

3-(2-tetrahydropyranyloxy)propanal

(Z)-6-(tetrahydro-2H-pyran-2-yloxy)hex-3-en-1-ol

Downstream raw materials:

(Z,Z/E,E)-3,6,8-Dodecatrien-1-ol

3,6,8-dodecatrien-1-ol THP ether

3,6,8-dodecatrien-1-ol

3,6,8-dodecatrien-1-ol THP ether