(2S,5'S)-5'-[2-Hydroxy-3-(toluene-4-sulfonyloxy)-propyl]-2,5'-diisobutyl-4-[(R)-3-methyl-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-butyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid diallyl ester

Base Information

Chemical Name:(2S,5'S)-5'-[2-Hydroxy-3-(toluene-4-sulfonyloxy)-propyl]-2,5'-diisobutyl-4-[(R)-3-methyl-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-butyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid diallyl ester
CAS No.:219585-92-9
Molecular Formula:C₄₆H₇₀N₂O₁₂SSi
Molecular Weight:903.22
Hs Code.:

(2S,5'S)-5'-[2-Hydroxy-3-(toluene-4-sulfonyloxy)-propyl]-2,5'-diisobutyl-4-[(R)-3-methyl-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-butyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid diallyl ester

Synonyms:(2S,5'S)-5'-[2-Hydroxy-3-(toluene-4-sulfonyloxy)-propyl]-2,5'-diisobutyl-4-[(R)-3-methyl-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-butyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid diallyl ester

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Chemical Property of (2S,5'S)-5'-[2-Hydroxy-3-(toluene-4-sulfonyloxy)-propyl]-2,5'-diisobutyl-4-[(R)-3-methyl-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-butyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid diallyl ester

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Technology Process of (2S,5'S)-5'-[2-Hydroxy-3-(toluene-4-sulfonyloxy)-propyl]-2,5'-diisobutyl-4-[(R)-3-methyl-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-butyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid diallyl ester

There total 19 articles about (2S,5'S)-5'-[2-Hydroxy-3-(toluene-4-sulfonyloxy)-propyl]-2,5'-diisobutyl-4-[(R)-3-methyl-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-butyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid diallyl 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: 87.0%

: 98-59-9
p-toluenesulfonyl chloride

: 219586-04-6
(2S,5'S)-5'-(2,3-Dihydroxy-propyl)-2,5'-diisobutyl-4-[(R)-3-methyl-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-butyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid diallyl ester

: 219585-92-9
(2S,5'S)-5'-[2-Hydroxy-3-(toluene-4-sulfonyloxy)-propyl]-2,5'-diisobutyl-4-[(R)-3-methyl-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-butyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid diallyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃;
DOI:10.1021/ja982973t

Reference yield:

: 219585-90-7
(S)-2-Benzyloxycarbonylamino-2-isobutyl-5-methyl-hex-4-enoic acid methyl ester

: 219585-92-9
(2S,5'S)-5'-[2-Hydroxy-3-(toluene-4-sulfonyloxy)-propyl]-2,5'-diisobutyl-4-[(R)-3-methyl-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-butyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid diallyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 98 percent / O₃, Ph₃P

2: 94 percent / TsOH / methanol / Heating

3: 99 percent / cyclohexene / 10percent Pd/C / ethanol / Heating

4: benzene

5: KHMDS / tetrahydrofuran

6: 80 percent / TsOH / tetrahydrofuran; H₂O

7: benzene

8: KHMDS / tetrahydrofuran

9: 1.) KHMDS / 1.) THF, -78 deg C

10: 76 percent / TsOH, HOAc / methanol / 35 °C

11: 87 percent / Et₃N / CH₂Cl₂ / 0 °C

With potassium hexamethylsilazane; toluene-4-sulfonic acid; ozone; acetic acid; triethylamine; triphenylphosphine; cyclohexene; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; benzene;
DOI:10.1021/ja982973t

Reference yield:

: (S)-2-Benzyloxycarbonylamino-2-(2,2-dimethoxy-ethyl)-4-methyl-pentanoic acid methyl ester

: 219585-92-9
(2S,5'S)-5'-[2-Hydroxy-3-(toluene-4-sulfonyloxy)-propyl]-2,5'-diisobutyl-4-[(R)-3-methyl-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-butyl]-3,4'-dioxo-2,3,4',5'-tetrahydro-[2,3']bipyrrolyl-1,1'-dicarboxylic acid diallyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 99 percent / cyclohexene / 10percent Pd/C / ethanol / Heating

2: benzene

3: KHMDS / tetrahydrofuran

4: 80 percent / TsOH / tetrahydrofuran; H₂O

5: benzene

6: KHMDS / tetrahydrofuran

7: 1.) KHMDS / 1.) THF, -78 deg C

8: 76 percent / TsOH, HOAc / methanol / 35 °C

9: 87 percent / Et₃N / CH₂Cl₂ / 0 °C

With potassium hexamethylsilazane; toluene-4-sulfonic acid; acetic acid; triethylamine; cyclohexene; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; benzene;
DOI:10.1021/ja982973t