(S)-2-(2-(3-methoxy-5-methylphenyl)-1-methylcyclopent-2-en-1-yl)acetaldehyde

Base Information

Chemical Name:(S)-2-(2-(3-methoxy-5-methylphenyl)-1-methylcyclopent-2-en-1-yl)acetaldehyde
CAS No.:1421948-13-1
Molecular Formula:C₁₆H₂₀O₂
Molecular Weight:244.334
Hs Code.:

Synonyms:(S)-2-(2-(3-methoxy-5-methylphenyl)-1-methylcyclopent-2-en-1-yl)acetaldehyde

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Chemical Property of (S)-2-(2-(3-methoxy-5-methylphenyl)-1-methylcyclopent-2-en-1-yl)acetaldehyde

Chemical Property:

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Technology Process of (S)-2-(2-(3-methoxy-5-methylphenyl)-1-methylcyclopent-2-en-1-yl)acetaldehyde

There total 8 articles about (S)-2-(2-(3-methoxy-5-methylphenyl)-1-methylcyclopent-2-en-1-yl)acetaldehyde 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: 98.0%

: 1421948-18-6
(S)-2-(2-(3-methoxy-5-methylphenyl)-1-methylcyclopent-2-en-1-yl)ethanol

: 1421948-13-1
(S)-2-(2-(3-methoxy-5-methylphenyl)-1-methylcyclopent-2-en-1-yl)acetaldehyde

Guidance literature:: With phthalic acid dimethyl ester; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol400030a

Reference yield:

: 1421948-16-4
2-(3-methoxy-5-methylphenyl)-3-methylcyclopent-2-enone

: 1421948-13-1
(S)-2-(2-(3-methoxy-5-methylphenyl)-1-methylcyclopent-2-en-1-yl)acetaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: cerium(III) chloride heptahydrate / methanol / 1 h / 0 °C / Inert atmosphere

1.2: 0.75 h

2.1: palladium dichloro (η-2,5-norbornadiene); (1R,5S,11aS)-3-methyldecahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocine; caesium carbonate / toluene; tert-butyl alcohol / 3 h / 60 °C / Inert atmosphere; Molecular sieve

3.1: mercury(II) diacetate / 120 h / 40 °C / Inert atmosphere

3.2: 0.5 h / 20 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / 20 - 50 °C / Inert atmosphere

5.1: phthalic acid dimethyl ester / dichloromethane / 1 h / 20 °C / Inert atmosphere

With palladium dichloro (η-2,5-norbornadiene); cerium(III) chloride heptahydrate; phthalic acid dimethyl ester; mercury(II) diacetate; diisobutylaluminium hydride; caesium carbonate; (1R,5S,11aS)-3-methyldecahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocine; In methanol; dichloromethane; toluene; tert-butyl alcohol; 1.1: |Luche Cerium Reduction / 1.2: |Luche Cerium Reduction / 4.1: |Claisen Rearrangement;
DOI:10.1021/ol400030a

Reference yield:

: 211042-51-2
3-Methoxy-5-methylphenyl trifluoromethanesulfonate

: 1421948-13-1
(S)-2-(2-(3-methoxy-5-methylphenyl)-1-methylcyclopent-2-en-1-yl)acetaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; triethylamine; copper(l) iodide / N,N-dimethyl-formamide / 20 °C / 760.05 Torr / Inert atmosphere

2.1: 5,5-dimethyl-1,3-cyclohexadiene / 1 h / 20 °C / Inert atmosphere

2.2: 8 h / 130 °C / Autoclave; Inert atmosphere

3.1: cerium(III) chloride heptahydrate / methanol / 1 h / 0 °C / Inert atmosphere

3.2: 0.75 h

4.1: palladium dichloro (η-2,5-norbornadiene); (1R,5S,11aS)-3-methyldecahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocine; caesium carbonate / toluene; tert-butyl alcohol / 3 h / 60 °C / Inert atmosphere; Molecular sieve

5.1: mercury(II) diacetate / 120 h / 40 °C / Inert atmosphere

5.2: 0.5 h / 20 °C / Inert atmosphere

6.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / 20 - 50 °C / Inert atmosphere

7.1: phthalic acid dimethyl ester / dichloromethane / 1 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium dichloro (η-2,5-norbornadiene); cerium(III) chloride heptahydrate; phthalic acid dimethyl ester; mercury(II) diacetate; diisobutylaluminium hydride; caesium carbonate; triethylamine; (1R,5S,11aS)-3-methyldecahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocine; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 1.1: |Sonogashira Cross-Coupling / 2.2: |Pauson-Khand Annulation / 3.1: |Luche Cerium Reduction / 3.2: |Luche Cerium Reduction / 6.1: |Claisen Rearrangement;
DOI:10.1021/ol400030a