3-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridyl]propyl methanesulfonate

Base Information

Chemical Name:3-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridyl]propyl methanesulfonate
CAS No.:166253-91-4
Molecular Formula:C₂₀H₂₂N₂O₅S
Molecular Weight:402.471
Hs Code.:

Synonyms:3-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridyl]propyl methanesulfonate

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Chemical Property of 3-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridyl]propyl methanesulfonate

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Technology Process of 3-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridyl]propyl methanesulfonate

There total 4 articles about 3-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridyl]propyl methanesulfonate 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: 89.0%

: 124-63-0
methanesulfonyl chloride

: 166253-90-3
3-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridyl]propan-1-ol

: 166253-91-4
3-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridyl]propyl methanesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1248/cpb.50.100

Reference yield:

: 4548-45-2
2-chloro-5-nitropyridine

: 166253-91-4
3-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridyl]propyl methanesulfonate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 84 percent / NaH / dimethylformamide / 3 h

2.1: 81 percent / H₂ / 5 percent Pd/C / tetrahydrofuran; ethanol / 760 Torr

3.1: aq. NaNO₂; HBr / acetone / 0.5 h / 5 °C

3.2: 37 percent / Cu₂O / acetone

4.1: 83 percent / DBU / toluene / 2 h / 90 - 100 °C

5.1: 76 percent / DIBAL-H / hexane; CH₂Cl₂ / 2 h

6.1: 82 percent / H₂ / 5 percent Pd/C / ethanol / 760 Torr

7.1: 89 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

With hydrogen bromide; hydrogen; sodium hydride; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; 3.2: Meerwein arylation;
DOI:10.1248/cpb.50.100

Reference yield:

: 157169-74-9
5-amino-2-(5-methyl-2-phenyl-4-oxazolylmethoxy)pyridine

: 166253-91-4
3-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridyl]propyl methanesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: aq. NaNO₂; HBr / acetone / 0.5 h / 5 °C

1.2: 37 percent / Cu₂O / acetone

2.1: 83 percent / DBU / toluene / 2 h / 90 - 100 °C

3.1: 76 percent / DIBAL-H / hexane; CH₂Cl₂ / 2 h

4.1: 82 percent / H₂ / 5 percent Pd/C / ethanol / 760 Torr

5.1: 89 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

With hydrogen bromide; hydrogen; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; sodium nitrite; palladium on activated charcoal; In ethanol; hexane; dichloromethane; acetone; toluene; 1.2: Meerwein arylation;
DOI:10.1248/cpb.50.100