5-<2-(1-acetoxy-4-((tert-butyldimethylsilyl)oxy)-2-butynyl)phenyl>-4-pentyn-1-ol

Base Information

Chemical Name:5-<2-(1-acetoxy-4-((tert-butyldimethylsilyl)oxy)-2-butynyl)phenyl>-4-pentyn-1-ol
CAS No.:157406-30-9
Molecular Formula:C₂₃H₃₂O₄Si
Molecular Weight:400.59
Hs Code.:

Synonyms:5-<2-(1-acetoxy-4-((tert-butyldimethylsilyl)oxy)-2-butynyl)phenyl>-4-pentyn-1-ol

Suppliers and Price of 5-<2-(1-acetoxy-4-((tert-butyldimethylsilyl)oxy)-2-butynyl)phenyl>-4-pentyn-1-ol

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Chemical Property of 5-<2-(1-acetoxy-4-((tert-butyldimethylsilyl)oxy)-2-butynyl)phenyl>-4-pentyn-1-ol

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Technology Process of 5-<2-(1-acetoxy-4-((tert-butyldimethylsilyl)oxy)-2-butynyl)phenyl>-4-pentyn-1-ol

There total 4 articles about 5-<2-(1-acetoxy-4-((tert-butyldimethylsilyl)oxy)-2-butynyl)phenyl>-4-pentyn-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: 32.0%

: 5390-04-5
pent-1-yn-5-ol

: 185903-42-8
4-((tert-butyldimethylsilyl)oxy)-1-(2-iodophenyl)-2-butynyl-1-acetate

: 157406-30-9
5-<2-(1-acetoxy-4-((tert-butyldimethylsilyl)oxy)-2-butynyl)phenyl>-4-pentyn-1-ol

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; for 48h; Ambient temperature;
DOI:10.1021/jo961049j

Reference yield:

: 26260-02-6
2-iodobenzaldehyde

: 157406-30-9
5-<2-(1-acetoxy-4-((tert-butyldimethylsilyl)oxy)-2-butynyl)phenyl>-4-pentyn-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) THF, hexanes, -20 deg C, 30 min, 2.) THF, room temperature, overnight

2: 82 percent / Et₃N / CH₂Cl₂ / 7 h / Ambient temperature

3: 32 percent / Pd(PPh₃)2Cl₂, Et₃N, CuI / tetrahydrofuran / 48 h / Ambient temperature

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo961049j

Reference yield:

: 5159-41-1
2-iodobenzyl alcohol

: 157406-30-9
5-<2-(1-acetoxy-4-((tert-butyldimethylsilyl)oxy)-2-butynyl)phenyl>-4-pentyn-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / pyridinium chloroformate / CH₂Cl₂ / Ambient temperature

2: 1.) n-BuLi / 1.) THF, hexanes, -20 deg C, 30 min, 2.) THF, room temperature, overnight

3: 82 percent / Et₃N / CH₂Cl₂ / 7 h / Ambient temperature

4: 32 percent / Pd(PPh₃)2Cl₂, Et₃N, CuI / tetrahydrofuran / 48 h / Ambient temperature

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; pyridinium chloroformate; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo961049j