2-[(S)-3-(4-Methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl]-2-methyl-malonic acid diethyl ester

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Chemical Name:2-[(S)-3-(4-Methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl]-2-methyl-malonic acid diethyl ester
CAS No.:316809-49-1
Molecular Formula:C₃₈H₆₈O₇Si
Molecular Weight:665.039
Hs Code.:

Synonyms:2-[(S)-3-(4-Methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl]-2-methyl-malonic acid diethyl ester

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Chemical Property of 2-[(S)-3-(4-Methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl]-2-methyl-malonic acid diethyl ester

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Technology Process of 2-[(S)-3-(4-Methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl]-2-methyl-malonic acid diethyl ester

There total 6 articles about 2-[(S)-3-(4-Methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl]-2-methyl-malonic acid diethyl 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: 89.0%

: 609-08-5
Diethyl methylmalonate

: 316809-48-0
Methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl ester

: 316809-49-1
2-[(S)-3-(4-Methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl]-2-methyl-malonic acid diethyl ester

Guidance literature:: Diethyl methylmalonate; With sodium hydride; sodium iodide; In toluene; at 50 ℃; for 0.5h;

Methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl ester; In toluene; at 100 ℃; for 24h; Further stages.;
DOI:10.1021/ol006599p

Reference yield:

: 73121-60-5
1-bromo-undecan-2-one

: 316809-49-1
2-[(S)-3-(4-Methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl]-2-methyl-malonic acid diethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 65 percent / 1,2-dimethoxy-ethane; tetrahydrofuran / 3 h / -50 - 20 °C

2.1: 70 percent / (R,R)-1,2-bis(o-PPh₂-benzoylamino)cyclohexane; Et₃B / (dba)3Pd₂*CHCl₃ / CH₂Cl₂ / 24 h / 20 °C

3.1: 94 percent / Et₃N / CH₂Cl₂ / 0.75 h / 0 °C

4.1: 9-BBN-H; (Ph₃P)3RhCl / tetrahydrofuran / 24 h / 20 °C

4.2: 90 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O / 5 h / 50 °C

5.1: 93 percent / Et₃N / CH₂Cl₂ / -78 °C

6.1: NaH; NaI / toluene / 0.5 h / 50 °C

6.2: 89 percent / toluene / 24 h / 100 °C

With Wilkinson's catalyst; 9-borabicyclo[3.3.1]nonane dimer; triethyl borane; sodium hydride; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; triethylamine; sodium iodide; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; toluene; 1.1: Grignard reaction / 2.1: Ring cleavage / 3.1: silylation / 4.1: hydroboration / 4.2: Decomposition / 5.1: mesylation / 6.1: Metallation / 6.2: Condensation;
DOI:10.1021/ol006599p

Reference yield:

: 316809-40-2
2-n-nonyl-2-vinyl-oxirane

: 316809-49-1
2-[(S)-3-(4-Methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl]-2-methyl-malonic acid diethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 70 percent / (R,R)-1,2-bis(o-PPh₂-benzoylamino)cyclohexane; Et₃B / (dba)3Pd₂*CHCl₃ / CH₂Cl₂ / 24 h / 20 °C

2.1: 94 percent / Et₃N / CH₂Cl₂ / 0.75 h / 0 °C

3.1: 9-BBN-H; (Ph₃P)3RhCl / tetrahydrofuran / 24 h / 20 °C

3.2: 90 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O / 5 h / 50 °C

4.1: 93 percent / Et₃N / CH₂Cl₂ / -78 °C

5.1: NaH; NaI / toluene / 0.5 h / 50 °C

5.2: 89 percent / toluene / 24 h / 100 °C

With Wilkinson's catalyst; 9-borabicyclo[3.3.1]nonane dimer; triethyl borane; sodium hydride; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; triethylamine; sodium iodide; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; dichloromethane; toluene; 1.1: Ring cleavage / 2.1: silylation / 3.1: hydroboration / 3.2: Decomposition / 4.1: mesylation / 5.1: Metallation / 5.2: Condensation;
DOI:10.1021/ol006599p