methyl 2-methoxy-1-(2'-(3''-methoxyphenyl)ethyl)-5-methylcyclohexa-2,5-diene-1-carboxylate

Base Information

Chemical Name:methyl 2-methoxy-1-(2'-(3''-methoxyphenyl)ethyl)-5-methylcyclohexa-2,5-diene-1-carboxylate
CAS No.:906450-06-4
Molecular Formula:C₁₉H₂₄O₄
Molecular Weight:316.397
Hs Code.:

Synonyms:methyl 2-methoxy-1-(2'-(3''-methoxyphenyl)ethyl)-5-methylcyclohexa-2,5-diene-1-carboxylate

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Chemical Property of methyl 2-methoxy-1-(2'-(3''-methoxyphenyl)ethyl)-5-methylcyclohexa-2,5-diene-1-carboxylate

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Technology Process of methyl 2-methoxy-1-(2'-(3''-methoxyphenyl)ethyl)-5-methylcyclohexa-2,5-diene-1-carboxylate

There total 1 articles about methyl 2-methoxy-1-(2'-(3''-methoxyphenyl)ethyl)-5-methylcyclohexa-2,5-diene-1-carboxylate 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: 57.0%

: 25226-97-5
3-methoxyphenethyl iodide

: 63113-79-1
methyl 2-methoxy-5-methylbenzoate

: 906450-06-4
methyl 2-methoxy-1-(2'-(3''-methoxyphenyl)ethyl)-5-methylcyclohexa-2,5-diene-1-carboxylate

Guidance literature:: methyl 2-methoxy-5-methylbenzoate; With ammonia; lithium; In tetrahydrofuran; tert-butyl alcohol; at -78 - -33 ℃;

3-methoxyphenethyl iodide; In tetrahydrofuran; tert-butyl alcohol; at -78 - 20 ℃;
DOI:10.1021/ol061228f

Reference yield:

: 906450-06-4
methyl 2-methoxy-1-(2'-(3''-methoxyphenyl)ethyl)-5-methylcyclohexa-2,5-diene-1-carboxylate

: Benzoic acid 1-((4R,4aS,10aR)-10a-acetoxymethyl-7-methoxy-2-methyl-3,4,4a,9,10,10a-hexahydro-phenanthren-4-yl)-propyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / BF₃*Et₂O / CH₂Cl₂ / -24 - 20 °C

2: 75 percent / AlCl₃ / CH₂Cl₂ / 0.33 h / -78 °C

3: 74 percent / liq. ammonia; lithium / tetrahydrofuran / 0.25 h / -78 °C

4: Huenig's base; DMAP / CH₂Cl₂ / 0 - 20 °C

5: lithium aluminum hydride / diethyl ether / 0 - 20 °C

6: 4.2 g / pyridine; DMAP / 24 h / 20 °C

7: HCl

With pyridine; hydrogenchloride; dmap; lithium aluminium tetrahydride; aluminium trichloride; boron trifluoride diethyl etherate; ammonia; lithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol061228f

Reference yield:

: 906450-06-4
methyl 2-methoxy-1-(2'-(3''-methoxyphenyl)ethyl)-5-methylcyclohexa-2,5-diene-1-carboxylate

: (2RS,4RS,4aSR,10aSR)-4-(1'-benzoyloxypropyl)-7-methoxy-2-methyl-3,4,4a,9,10,10a-hexahydrophenanthren-1(2H)-one

Guidance literature:: Multi-step reaction with 10 steps

1: 85 percent / BF₃*Et₂O / CH₂Cl₂ / -24 - 20 °C

2: 75 percent / AlCl₃ / CH₂Cl₂ / 0.33 h / -78 °C

3: 74 percent / liq. ammonia; lithium / tetrahydrofuran / 0.25 h / -78 °C

4: Huenig's base; DMAP / CH₂Cl₂ / 0 - 20 °C

5: lithium aluminum hydride / diethyl ether / 0 - 20 °C

6: 4.2 g / pyridine; DMAP / 24 h / 20 °C

7: HCl

8: 89 percent / m-CPBA; NaHCO₃ / CH₂Cl₂ / 0 - 20 °C

9: 74 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.67 h / 0 °C

10: 70 percent / KOH / ethanol / 1 h

With pyridine; hydrogenchloride; dmap; potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; boron trifluoride diethyl etherate; ammonia; lithium; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/ol061228f