2-(diisopropylcarbamoyl)-4-(methoxymethoxy)-6-(trimethylsilyl)phenyl propionate

Base Information

Chemical Name:2-(diisopropylcarbamoyl)-4-(methoxymethoxy)-6-(trimethylsilyl)phenyl propionate
CAS No.:315668-33-8
Molecular Formula:C₂₁H₃₅NO₅Si
Molecular Weight:409.598
Hs Code.:

Synonyms:2-(diisopropylcarbamoyl)-4-(methoxymethoxy)-6-(trimethylsilyl)phenyl propionate

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Chemical Property of 2-(diisopropylcarbamoyl)-4-(methoxymethoxy)-6-(trimethylsilyl)phenyl propionate

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Technology Process of 2-(diisopropylcarbamoyl)-4-(methoxymethoxy)-6-(trimethylsilyl)phenyl propionate

There total 5 articles about 2-(diisopropylcarbamoyl)-4-(methoxymethoxy)-6-(trimethylsilyl)phenyl propionate 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%

: 79-03-8
propionyl chloride

: 315668-28-1
N,N-diisopropyl-2-hydroxy-5-(methoxymethoxy)-3-(trimethylsilyl)benzamide

: 315668-33-8
2-(diisopropylcarbamoyl)-4-(methoxymethoxy)-6-(trimethylsilyl)phenyl propionate

Guidance literature:: N,N-diisopropyl-2-hydroxy-5-(methoxymethoxy)-3-(trimethylsilyl)benzamide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.166667h;

propionyl chloride; In tetrahydrofuran; hexane; at 0 - 20 ℃; Further stages.;
DOI:10.1039/b004682p

Reference yield:

: 123-31-9,8027-02-9
hydroquinone

: 315668-33-8
2-(diisopropylcarbamoyl)-4-(methoxymethoxy)-6-(trimethylsilyl)phenyl propionate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 88 percent / pyridine / 48 h / Heating

2.1: NaH / tetrahydrofuran / 2.75 h / 0 °C

2.2: 93 percent / tetrahydrofuran / 20 °C

3.1: sec-butyllithium; TMEDA / tetrahydrofuran; hexane / -78 °C

3.2: 47 percent / tetrahydrofuran; hexane / -78 - 20 °C

4.1: sec-BuLi; TMEDA / tetrahydrofuran; hexane / -78 °C

4.2: 82 percent / tetrahydrofuran; hexane / -78 - 20 °C

5.1: BuLi / tetrahydrofuran; hexane / 0.17 h / 0 °C

5.2: 89 percent / tetrahydrofuran; hexane / 0 - 20 °C

With pyridine; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sodium hydride; In tetrahydrofuran; hexane; 1.1: Acylation / 2.1: Metallation / 2.2: Etherification / 3.1: Metallation / 3.2: Substitution / 4.1: Metallation / 4.2: Rearrangement / 5.1: Metallation / 5.2: Esterification;
DOI:10.1039/b004682p

Reference yield:

: 315668-01-0
4-hydroxyphenyl N,N-diisopropylcarbamate

: 315668-33-8
2-(diisopropylcarbamoyl)-4-(methoxymethoxy)-6-(trimethylsilyl)phenyl propionate

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / tetrahydrofuran / 2.75 h / 0 °C

1.2: 93 percent / tetrahydrofuran / 20 °C

2.1: sec-butyllithium; TMEDA / tetrahydrofuran; hexane / -78 °C

2.2: 47 percent / tetrahydrofuran; hexane / -78 - 20 °C

3.1: sec-BuLi; TMEDA / tetrahydrofuran; hexane / -78 °C

3.2: 82 percent / tetrahydrofuran; hexane / -78 - 20 °C

4.1: BuLi / tetrahydrofuran; hexane / 0.17 h / 0 °C

4.2: 89 percent / tetrahydrofuran; hexane / 0 - 20 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sodium hydride; In tetrahydrofuran; hexane; 1.1: Metallation / 1.2: Etherification / 2.1: Metallation / 2.2: Substitution / 3.1: Metallation / 3.2: Rearrangement / 4.1: Metallation / 4.2: Esterification;
DOI:10.1039/b004682p