1-<5-((tert-butyldimethylsilyl)oxy)-1-pentynyl>-2-<3-(phenylthio)-1-propynyl>benzene

Base Information

• Chemical Name: 1-<5-((tert-butyldimethylsilyl)oxy)-1-pentynyl>-2-<3-(phenylthio)-1-propynyl>benzene
• CAS No.: 185903-51-9
• Molecular Formula: C₂₆H₃₂OSSi
• Molecular Weight: 420.691
• Mol file: 185903-51-9.mol

Synonyms:1-<5-((tert-butyldimethylsilyl)oxy)-1-pentynyl>-2-<3-(phenylthio)-1-propynyl>benzene

Chemical Property of 1-<5-((tert-butyldimethylsilyl)oxy)-1-pentynyl>-2-<3-(phenylthio)-1-propynyl>benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<5-((tert-butyldimethylsilyl)oxy)-1-pentynyl>-2-<3-(phenylthio)-1-propynyl>benzene

There total 5 articles about 1-<5-((tert-butyldimethylsilyl)oxy)-1-pentynyl>-2-<3-(phenylthio)-1-propynyl>benzene 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: 97.0%

thiophenol (108-98-5) + 3-<2-((5-(tert-butyldimethylsilyl)oxy)-1-pentynyl)phenyl>-2-propynyl methanesulfonate → 1-<5-((tert-butyldimethylsilyl)oxy)-1-pentynyl>-2-<3-(phenylthio)-1-propynyl>benzene (185903-51-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water;

DOI:10.1016/00404-0399(50)1366-P

Reference yield:

1,2-Diiodobenzene (615-42-9) → 1-<5-((tert-butyldimethylsilyl)oxy)-1-pentynyl>-2-<3-(phenylthio)-1-propynyl>benzene (185903-51-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Pd(PPh₃)2Cl₂, Et₃N, CuI / 1.) THF, 20 min, 2.) THF, room temperature, overnight

2: 1.) Et₃N, Pd(PPh₃)2Cl₂, CuI / 1.) THF, 2.) THF

3: 94 percent / Et₃N / CH₂Cl₂ / Ambient temperature

4: 97 percent / aq. NaOH / tetrahydrofuran / 1 h

With bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; copper(l) iodide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo961049j

Reference yield:

5-[tert-butyldimethylsilyloxy]pent-1-yne (61362-77-4) → 1-<5-((tert-butyldimethylsilyl)oxy)-1-pentynyl>-2-<3-(phenylthio)-1-propynyl>benzene (185903-51-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Et₃N, Pd(PPh₃)2Cl₂, CuI / 1.) THF, 2.) THF

2: 94 percent / Et₃N / CH₂Cl₂ / Ambient temperature

3: 97 percent / aq. NaOH / tetrahydrofuran / 1 h

With bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; copper(l) iodide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo961049j

upstream raw materials:

thiophenol

1,2-Diiodobenzene

5-[tert-butyldimethylsilyloxy]pent-1-yne

3-<2-(5-((tert-butyldimethylsilyl)oxy)-1-pentynyl)phenyl>-2-propyn-1-ol

Downstream raw materials:

5-<2-<3-(phenylthio)-1-propynyl>phenyl>-4-pentynal

N-(phenylmethoxy)-5-<2-<3-(phenylthio)-1-propynyl>phenyl>pent-4-yn-1-imine

N-(phenylmethoxy)-5-<2-<3-(phenylsulfonyl)-1-propynyl>phenyl>pent-4-yn-1-imine

(E)-7-[2-(3-Phenylsulfanyl-prop-1-ynyl)-phenyl]-hept-2-en-6-yn-1-ol