2-[(2S,4aS,8aR)-1,2,4a,8a-tetrahydro-8-[[(4-methoxybenzyl)oxy]methyl]-4a-methylnaphthalen-2-yl]-2-methylpropanedioic acid dimethyl ester

Base Information

Chemical Name:2-[(2S,4aS,8aR)-1,2,4a,8a-tetrahydro-8-[[(4-methoxybenzyl)oxy]methyl]-4a-methylnaphthalen-2-yl]-2-methylpropanedioic acid dimethyl ester
CAS No.:545374-86-5
Molecular Formula:C₂₆H₃₂O₆
Molecular Weight:440.536
Hs Code.:

Synonyms:2-[(2S,4aS,8aR)-1,2,4a,8a-tetrahydro-8-[[(4-methoxybenzyl)oxy]methyl]-4a-methylnaphthalen-2-yl]-2-methylpropanedioic acid dimethyl ester

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Chemical Property of 2-[(2S,4aS,8aR)-1,2,4a,8a-tetrahydro-8-[[(4-methoxybenzyl)oxy]methyl]-4a-methylnaphthalen-2-yl]-2-methylpropanedioic acid dimethyl ester

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Technology Process of 2-[(2S,4aS,8aR)-1,2,4a,8a-tetrahydro-8-[[(4-methoxybenzyl)oxy]methyl]-4a-methylnaphthalen-2-yl]-2-methylpropanedioic acid dimethyl ester

There total 6 articles about 2-[(2S,4aS,8aR)-1,2,4a,8a-tetrahydro-8-[[(4-methoxybenzyl)oxy]methyl]-4a-methylnaphthalen-2-yl]-2-methylpropanedioic acid dimethyl ester 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: 99.0%

: 609-02-9
methyl-malonic acid dimethylester

: 545374-85-4
carbonic acid (1S,4aS,8aR)-cis-5-(4-methoxy-benzyloxymethyl)-8a-methyl-1,4,4a,8a-tetrahydronaphthalen-1-yl ester methyl ester

: 545374-86-5
2-[(2S,4aS,8aR)-1,2,4a,8a-tetrahydro-8-[[(4-methoxybenzyl)oxy]methyl]-4a-methylnaphthalen-2-yl]-2-methylpropanedioic acid dimethyl ester

Guidance literature:: methyl-malonic acid dimethylester; With 1-methyl-pyrrolidin-2-one; sodium hydride;

carbonic acid (1S,4aS,8aR)-cis-5-(4-methoxy-benzyloxymethyl)-8a-methyl-1,4,4a,8a-tetrahydronaphthalen-1-yl ester methyl ester; With 1-methyl-pyrrolidin-2-one; bis[1,2-bis(diphenylphosphino)ethane]palladium⁽⁰⁾; at 20 ℃; for 2h;
DOI:10.1021/ja029957n

Reference yield:

: 70887-29-5
4-methoxybenzyl iodide

: 545374-86-5
2-[(2S,4aS,8aR)-1,2,4a,8a-tetrahydro-8-[[(4-methoxybenzyl)oxy]methyl]-4a-methylnaphthalen-2-yl]-2-methylpropanedioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.25 h / -60 °C

1.2: dimethylformamide / 3 h / -50 °C

2.1: 95 percent / DMAP; pyridine / CH₂Cl₂ / 15 h / 0 °C

3.1: 99 percent / [Pd[ethane-1,2-diylbis(diphenylphosphine)]2] / various solvent(s) / 24 h / 20 °C

With pyridine; dmap; bis(bis(1,2-diphenylphosphino)ethane)palladium⁽⁰⁾; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/hlca.200590078

Reference yield:

: 545375-34-6
(1S,4aS,8aR)-cis-5-hydroxymethyl-8a-methyl-1,4,4a,8a-tetrahydronaphthalen-1-ol

: 545374-86-5
2-[(2S,4aS,8aR)-1,2,4a,8a-tetrahydro-8-[[(4-methoxybenzyl)oxy]methyl]-4a-methylnaphthalen-2-yl]-2-methylpropanedioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.25 h / -60 °C

1.2: dimethylformamide / 3 h / -50 °C

2.1: 95 percent / DMAP; pyridine / CH₂Cl₂ / 15 h / 0 °C

3.1: 99 percent / [Pd[ethane-1,2-diylbis(diphenylphosphine)]2] / various solvent(s) / 24 h / 20 °C

With pyridine; dmap; bis(bis(1,2-diphenylphosphino)ethane)palladium⁽⁰⁾; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/hlca.200590078