3-{3,5-Bis-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenyl}-prop-2-yn-1-ol

Base Information

• Chemical Name: 3-{3,5-Bis-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenyl}-prop-2-yn-1-ol
• CAS No.: 182319-52-4
• Molecular Formula: C₂₅H₂₈O₅
• Molecular Weight: 408.494
• Mol file: 182319-52-4.mol

Synonyms:3-{3,5-Bis-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenyl}-prop-2-yn-1-ol

Chemical Property of 3-{3,5-Bis-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenyl}-prop-2-yn-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{3,5-Bis-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenyl}-prop-2-yn-1-ol

There total 5 articles about 3-{3,5-Bis-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenyl}-prop-2-yn-1-ol 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: 96.0%

propargyl alcohol (107-19-7) + C22H25BrO4 (182319-51-3) → 3-{3,5-Bis-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenyl}-prop-2-yn-1-ol (182319-52-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; for 60h; Heating;

DOI:10.1016/0040-4039(96)01389-5

Reference yield: 90.0%

3-(tetrahydropyran-2'-yloxy)propyne (6089-04-9) + 1,3-dibromo-5-(3-hydroxyprop-1-ynyl)benzene (219633-70-2) → 3-{3,5-Bis-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenyl}-prop-2-yn-1-ol (182319-52-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; for 10h; Heating;

DOI:10.1016/0040-4039(96)01389-5

Reference yield:

1,3,5-trisbromobenzene (626-39-1) → 3-{3,5-Bis-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenyl}-prop-2-yn-1-ol (182319-52-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / cuprous iodide, bistriphenylphosphine palladium chloride, DBU / benzene / 0.5 h / Heating

2: 80 percent / camphorsulfonic acid / methanol

3: 90 percent / cuprous iodide, bistriphenylphosphine palladium chloride, DBU / benzene / 10 h / Heating

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; camphor-10-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; benzene;

DOI:10.1016/0040-4039(96)01389-5

upstream raw materials:

3-(tetrahydropyran-2'-yloxy)propyne

1,3-dibromo-5-(3-hydroxyprop-1-ynyl)benzene

propargyl alcohol

C₂₂H₂₅BrO₄

Downstream raw materials:

C₅₀H₅₄O₈S

C₃₀H₁₈Br₄S