3-benzoyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-5-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

Base Information

Chemical Name:3-benzoyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-5-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester
CAS No.:910137-79-0
Molecular Formula:C₂₅H₃₇NO₈Si
Molecular Weight:507.656
Hs Code.:

3-benzoyloxy-2-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-4-methyl-5-oxo-pyrrolidine-1,2-dicarboxylic acid 1-<i>tert</i>-butyl ester

Synonyms:3-benzoyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-5-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

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Chemical Property of 3-benzoyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-5-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

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Technology Process of 3-benzoyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-5-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

There total 14 articles about 3-benzoyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-5-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl 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: 86.0%

: 910137-78-9
3-benzoyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxymethyl-4-methyl-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 910137-79-0
3-benzoyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-5-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

Guidance literature:: With ruthenium trichloride; sodium periodate; In ethyl acetate; at 20 ℃;
DOI:10.1016/j.tetlet.2006.06.117

Reference yield:

: 910137-71-2
(R)-4-((1R,2S)-1,3-Dihydroxy-2-methyl-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 910137-79-0
3-benzoyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-5-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 82 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

2: 91 percent / NaH / dimethylformamide / 0 °C

3: 89 percent / TBAF / tetrahydrofuran / 20 °C

4: 97 percent / Et₃N / CH₂Cl₂ / 20 °C

5: 63 percent / p-TSA / methanol / 20 °C

6: IBX; DMSO / tetrahydrofuran / 20 °C

7: NaOH / tetrahydrofuran; H₂O / 20 °C

8: 85 percent / p-TSA / 20 °C

9: 82 percent / RyCl₃; aq. NaIO₄ / ethyl acetate / 20 °C

10: 86 percent / p-TSA / methanol / 20 °C

11: 82 percent / imidazole / CH₂Cl₂ / 20 °C

12: 86 percent / RuCl₃; aq. NaIO₄ / ethyl acetate / 20 °C

With 1H-imidazole; dmap; ruthenium trichloride; sodium hydroxide; sodium periodate; tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2006.06.117

Reference yield:

: 1025808-77-8
(2S,3R,4S)-3-Benzyloxy-2-formyl-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 910137-79-0
3-benzoyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-5-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: NaOH / tetrahydrofuran; H₂O / 20 °C

2: 85 percent / p-TSA / 20 °C

3: 82 percent / RyCl₃; aq. NaIO₄ / ethyl acetate / 20 °C

4: 86 percent / p-TSA / methanol / 20 °C

5: 82 percent / imidazole / CH₂Cl₂ / 20 °C

6: 86 percent / RuCl₃; aq. NaIO₄ / ethyl acetate / 20 °C

With 1H-imidazole; ruthenium trichloride; sodium hydroxide; sodium periodate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate;
DOI:10.1016/j.tetlet.2006.06.117