2,4-dimethoxy-6-(1-methylpent-3-ynyloxycarbonylmethyl)benzoic acid 2-trimethylsilanylethyl ester

Base Information

Chemical Name:2,4-dimethoxy-6-(1-methylpent-3-ynyloxycarbonylmethyl)benzoic acid 2-trimethylsilanylethyl ester
CAS No.:656809-53-9
Molecular Formula:C₂₂H₃₂O₆Si
Molecular Weight:420.578
Hs Code.:

Synonyms:2,4-dimethoxy-6-(1-methylpent-3-ynyloxycarbonylmethyl)benzoic acid 2-trimethylsilanylethyl ester

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Chemical Property of 2,4-dimethoxy-6-(1-methylpent-3-ynyloxycarbonylmethyl)benzoic acid 2-trimethylsilanylethyl ester

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Technology Process of 2,4-dimethoxy-6-(1-methylpent-3-ynyloxycarbonylmethyl)benzoic acid 2-trimethylsilanylethyl ester

There total 5 articles about 2,4-dimethoxy-6-(1-methylpent-3-ynyloxycarbonylmethyl)benzoic acid 2-trimethylsilanylethyl 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: 94.0%

: 656809-52-8
(S)-hex-4-yn-2-ol

: 656809-49-3
2-carboxymethyl-4,6-dimethoxybenzoic acid 2-trimethylsilanylethyl ester

: 656809-53-9
2,4-dimethoxy-6-(1-methylpent-3-ynyloxycarbonylmethyl)benzoic acid 2-trimethylsilanylethyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1021/jo026686q

Reference yield:

: 6110-37-8
methyl 2,4-dimethoxy-6-methylbenzoate

: 656809-53-9
2,4-dimethoxy-6-(1-methylpent-3-ynyloxycarbonylmethyl)benzoic acid 2-trimethylsilanylethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaOH / H₂O; methanol / 24 h / 60 °C

2.1: 85 percent / PPh₃; diisopropylazodicarboxylate / tetrahydrofuran / 3.67 h / 0 - 20 °C

3.1: n-BuLi; iPr₂NH / hexane; tetrahydrofuran / 0.42 h / -78 °C

3.2: 85 percent / tetrahydrofuran; hexane / 0.25 h / -78 °C

4.1: 94 percent / DMAP; DCC / CH₂Cl₂

With dmap; sodium hydroxide; n-butyllithium; di-isopropyl azodicarboxylate; diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1021/jo026686q

Reference yield:

: 3187-58-4
methyl orsellinate

: 656809-53-9
2,4-dimethoxy-6-(1-methylpent-3-ynyloxycarbonylmethyl)benzoic acid 2-trimethylsilanylethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: LiOH*H₂O / tetrahydrofuran / 0.17 h / 20 °C

1.2: 86 percent / tetrahydrofuran / 3 h / 50 °C

2.1: NaOH / H₂O; methanol / 24 h / 60 °C

3.1: 85 percent / PPh₃; diisopropylazodicarboxylate / tetrahydrofuran / 3.67 h / 0 - 20 °C

4.1: n-BuLi; iPr₂NH / hexane; tetrahydrofuran / 0.42 h / -78 °C

4.2: 85 percent / tetrahydrofuran; hexane / 0.25 h / -78 °C

5.1: 94 percent / DMAP; DCC / CH₂Cl₂

With dmap; lithium hydroxide; sodium hydroxide; n-butyllithium; di-isopropyl azodicarboxylate; diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1021/jo026686q