4-[(4-methoxyphenyl)methoxy]-1-[3-[(phenylseleno)-methyl]-4-pyridinyl]-2-butyn-1-ol

Base Information

Chemical Name:4-[(4-methoxyphenyl)methoxy]-1-[3-[(phenylseleno)-methyl]-4-pyridinyl]-2-butyn-1-ol
CAS No.:335164-71-1
Molecular Formula:C₂₄H₂₃NO₃Se
Molecular Weight:452.412
Hs Code.:

Synonyms:4-[(4-methoxyphenyl)methoxy]-1-[3-[(phenylseleno)-methyl]-4-pyridinyl]-2-butyn-1-ol

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Chemical Property of 4-[(4-methoxyphenyl)methoxy]-1-[3-[(phenylseleno)-methyl]-4-pyridinyl]-2-butyn-1-ol

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Technology Process of 4-[(4-methoxyphenyl)methoxy]-1-[3-[(phenylseleno)-methyl]-4-pyridinyl]-2-butyn-1-ol

There total 5 articles about 4-[(4-methoxyphenyl)methoxy]-1-[3-[(phenylseleno)-methyl]-4-pyridinyl]-2-butyn-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: 84.0%

: 4039-83-2
3-(4-methoxybenzyloxy)propyne

: 335164-69-7
3-[(phenylseleno)methyl]-4-pyridinecarboxaldehyde

: 335164-71-1
4-[(4-methoxyphenyl)methoxy]-1-[3-[(phenylseleno)-methyl]-4-pyridinyl]-2-butyn-1-ol

Guidance literature:: 3-(4-methoxybenzyloxy)propyne; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

3-[(phenylseleno)methyl]-4-pyridinecarboxaldehyde; In tetrahydrofuran; at -78 ℃; for 3h; Further stages.;
DOI:10.1021/jo001124x

Reference yield:

: 1666-13-3
diphenyl diselenide

: 335164-71-1
4-[(4-methoxyphenyl)methoxy]-1-[3-[(phenylseleno)-methyl]-4-pyridinyl]-2-butyn-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 1 h / 60 °C

1.2: 68 percent / HMPA / tetrahydrofuran / 22 h / 60 °C

2.1: 41 percent / DIBAL-H / CH₂Cl₂ / 0.58 h / -78 °C

3.1: n-BuLi / tetrahydrofuran; various solvent(s) / 0.5 h / -78 °C

3.2: 84 percent / tetrahydrofuran; various solvent(s) / 3 h / -78 °C

With n-butyllithium; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo001124x

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 335164-71-1
4-[(4-methoxyphenyl)methoxy]-1-[3-[(phenylseleno)-methyl]-4-pyridinyl]-2-butyn-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran; dimethylformamide / 2 h

1.2: 69 percent / tetrahydrofuran; dimethylformamide

2.1: n-BuLi / tetrahydrofuran; various solvent(s) / 0.5 h / -78 °C

2.2: 84 percent / tetrahydrofuran; various solvent(s) / 3 h / -78 °C

With n-butyllithium; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo001124x