3,5-dimethyl-1-[4-nitro-3-(3-cyclopentyloxy-4-methoxyphenyl)butanoyl]pyrazole

Base Information

Chemical Name:3,5-dimethyl-1-[4-nitro-3-(3-cyclopentyloxy-4-methoxyphenyl)butanoyl]pyrazole
CAS No.:479258-11-2
Molecular Formula:C₂₁H₂₇N₃O₅
Molecular Weight:401.462
Hs Code.:

Synonyms:3,5-dimethyl-1-[4-nitro-3-(3-cyclopentyloxy-4-methoxyphenyl)butanoyl]pyrazole

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Chemical Property of 3,5-dimethyl-1-[4-nitro-3-(3-cyclopentyloxy-4-methoxyphenyl)butanoyl]pyrazole

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Technology Process of 3,5-dimethyl-1-[4-nitro-3-(3-cyclopentyloxy-4-methoxyphenyl)butanoyl]pyrazole

There total 6 articles about 3,5-dimethyl-1-[4-nitro-3-(3-cyclopentyloxy-4-methoxyphenyl)butanoyl]pyrazole 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: 91.0%

: 479258-10-1
(E)-1-[3-(3-cyclopentyloxy-4-methoxyphenyl)-2-propenoyl]-3,5-dimethyl-pyrazole

: 75-52-5
nitromethane

: 479258-11-2
3,5-dimethyl-1-[4-nitro-3-(3-cyclopentyloxy-4-methoxyphenyl)butanoyl]pyrazole

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine; nickel(II) perchlorate; (R,R)-4,6-dibenzofurandiyl-2,2'-bis(4-phenyloxazoline); In tetrahydrofuran; at -20 ℃; for 168h;
DOI:10.1021/ja027313+

Reference yield:

: 621-59-0
isovanillin

: 479258-11-2
3,5-dimethyl-1-[4-nitro-3-(3-cyclopentyloxy-4-methoxyphenyl)butanoyl]pyrazole

Guidance literature:: Multi-step reaction with 5 steps

1.1: 81 percent / potassium carbonate / acetone / 96 h / Heating

2.1: sodium hydride; ethyl phosphate / 1,2-dimethoxy-ethane / 4 h / 20 °C

2.2: 91 percent / 1,2-dimethoxy-ethane / 24 h / 20 °C

3.1: oxalyl chloride / CH₂Cl₂ / 0 - 20 °C

4.1: pyridine / CH₂Cl₂ / 12 h / 0 °C

4.2: 7.21 g / CH₂Cl₂ / 18 h / 0 - 20 °C

5.1: 91 percent / 2,2,6,6-tetramethylpiperidine / (R,R)-DBFOX/Ph; nickel(II) perchlorate hexahydrate / tetrahydrofuran / 168 h / -20 °C

With pyridine; 2,2,6,6-tetramethyl-piperidine; oxalyl dichloride; triethyl phosphate; sodium hydride; potassium carbonate; nickel(II) perchlorate; (R,R)-4,6-dibenzofurandiyl-2,2'-bis(4-phenyloxazoline); In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; acetone; 5.1: Michael addition;
DOI:10.1021/ja027313+

Reference yield:

: 137-43-9
Cyclopentyl bromide

: 479258-11-2
3,5-dimethyl-1-[4-nitro-3-(3-cyclopentyloxy-4-methoxyphenyl)butanoyl]pyrazole

Guidance literature:: Multi-step reaction with 5 steps

1.1: 81 percent / potassium carbonate / acetone / 96 h / Heating

2.1: sodium hydride; ethyl phosphate / 1,2-dimethoxy-ethane / 4 h / 20 °C

2.2: 91 percent / 1,2-dimethoxy-ethane / 24 h / 20 °C

3.1: oxalyl chloride / CH₂Cl₂ / 0 - 20 °C

4.1: pyridine / CH₂Cl₂ / 12 h / 0 °C

4.2: 7.21 g / CH₂Cl₂ / 18 h / 0 - 20 °C

5.1: 91 percent / 2,2,6,6-tetramethylpiperidine / (R,R)-DBFOX/Ph; nickel(II) perchlorate hexahydrate / tetrahydrofuran / 168 h / -20 °C

With pyridine; 2,2,6,6-tetramethyl-piperidine; oxalyl dichloride; triethyl phosphate; sodium hydride; potassium carbonate; nickel(II) perchlorate; (R,R)-4,6-dibenzofurandiyl-2,2'-bis(4-phenyloxazoline); In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; acetone; 5.1: Michael addition;
DOI:10.1021/ja027313+