(2S,5'S)-5'-(2,2-Dimethoxy-ethyl)-2,5'-diisobutyl-4-[(R)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid dibenzyl ester

Base Information

Chemical Name:(2S,5'S)-5'-(2,2-Dimethoxy-ethyl)-2,5'-diisobutyl-4-[(R)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid dibenzyl ester
CAS No.:321526-61-8
Molecular Formula:C₄₅H₆₄N₂O₁₀Si
Molecular Weight:821.096
Hs Code.:

(2S,5'S)-5'-(2,2-Dimethoxy-ethyl)-2,5'-diisobutyl-4-[(R)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid dibenzyl ester

Synonyms:(2S,5'S)-5'-(2,2-Dimethoxy-ethyl)-2,5'-diisobutyl-4-[(R)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid dibenzyl ester

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Chemical Property of (2S,5'S)-5'-(2,2-Dimethoxy-ethyl)-2,5'-diisobutyl-4-[(R)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid dibenzyl ester

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Technology Process of (2S,5'S)-5'-(2,2-Dimethoxy-ethyl)-2,5'-diisobutyl-4-[(R)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid dibenzyl ester

There total 8 articles about (2S,5'S)-5'-(2,2-Dimethoxy-ethyl)-2,5'-diisobutyl-4-[(R)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid dibenzyl 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: 80.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 321526-60-7
(2S,5'S)-5'-(2,2-Dimethoxy-ethyl)-2,5'-diisobutyl-4-[(R)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-1,2,1',5'-tetrahydro-[2,3']bipyrrolyl-3,4'-dione

: 321526-61-8
(2S,5'S)-5'-(2,2-Dimethoxy-ethyl)-2,5'-diisobutyl-4-[(R)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid dibenzyl ester

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.25h;
DOI:10.1021/ol000254p

Reference yield:

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 321526-61-8
(2S,5'S)-5'-(2,2-Dimethoxy-ethyl)-2,5'-diisobutyl-4-[(R)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 99 percent / iPr₂NEt / CH₂Cl₂ / 2 h / 0 °C

2.1: 71 percent / Ph₃P / CH₂Cl₂ / -78 - 20 °C

3.1: toluene / 0.25 h

3.2: 93 percent / KHMDS / tetrahydrofuran; toluene / 0.33 h

4.1: 99 percent / p-TsOH / tetrahydrofuran; H₂O / 4 h / 50 °C

5.1: toluene / 0.25 h

5.2: 84 percent / KHMDS / tetrahydrofuran; toluene / 0.75 h

6.1: 80 percent / NaHMDS / tetrahydrofuran / 0.25 h / -78 °C

With sodium hexamethyldisilazane; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; toluene; 1.1: Silylation / 2.1: Ozonolysis / 3.1: Condensation / 3.2: Dehydration / 4.1: Hydrolysis / 5.1: Condensation / 5.2: Dehydration / 6.1: Acetylation;
DOI:10.1021/ol000254p

Reference yield:

: 154388-63-3
(R)-2,5-dimethylhex-4-en-1-ol

: 321526-61-8
(2S,5'S)-5'-(2,2-Dimethoxy-ethyl)-2,5'-diisobutyl-4-[(R)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 99 percent / iPr₂NEt / CH₂Cl₂ / 2 h / 0 °C

2.1: 71 percent / Ph₃P / CH₂Cl₂ / -78 - 20 °C

3.1: toluene / 0.25 h

3.2: 93 percent / KHMDS / tetrahydrofuran; toluene / 0.33 h

4.1: 99 percent / p-TsOH / tetrahydrofuran; H₂O / 4 h / 50 °C

5.1: toluene / 0.25 h

5.2: 84 percent / KHMDS / tetrahydrofuran; toluene / 0.75 h

6.1: 80 percent / NaHMDS / tetrahydrofuran / 0.25 h / -78 °C

With sodium hexamethyldisilazane; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; toluene; 1.1: Silylation / 2.1: Ozonolysis / 3.1: Condensation / 3.2: Dehydration / 4.1: Hydrolysis / 5.1: Condensation / 5.2: Dehydration / 6.1: Acetylation;
DOI:10.1021/ol000254p