3-(tert-butyl-dimethyl-silanyloxy)-(6S)-(6-fluoro-1H-indol-3-yl)-hexahydro-pyrrolo[3,2-b]pyrrole-1,4-dicarboxylic acid 4-benzyl ester 1-tert-butyl ester

Base Information

Chemical Name:3-(tert-butyl-dimethyl-silanyloxy)-(6S)-(6-fluoro-1H-indol-3-yl)-hexahydro-pyrrolo[3,2-b]pyrrole-1,4-dicarboxylic acid 4-benzyl ester 1-tert-butyl ester
CAS No.:1218930-91-6
Molecular Formula:C₃₃H₄₄FN₃O₅Si
Molecular Weight:609.813
Hs Code.:

3-(tert-butyl-dimethyl-silanyloxy)-(6S)-(6-fluoro-1H-indol-3-yl)-hexahydro-pyrrolo[3,2-b]pyrrole-1,4-dicarboxylic acid 4-benzyl ester 1-tert-butyl ester

Synonyms:3-(tert-butyl-dimethyl-silanyloxy)-(6S)-(6-fluoro-1H-indol-3-yl)-hexahydro-pyrrolo[3,2-b]pyrrole-1,4-dicarboxylic acid 4-benzyl ester 1-tert-butyl ester

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Chemical Property of 3-(tert-butyl-dimethyl-silanyloxy)-(6S)-(6-fluoro-1H-indol-3-yl)-hexahydro-pyrrolo[3,2-b]pyrrole-1,4-dicarboxylic acid 4-benzyl ester 1-tert-butyl ester

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Technology Process of 3-(tert-butyl-dimethyl-silanyloxy)-(6S)-(6-fluoro-1H-indol-3-yl)-hexahydro-pyrrolo[3,2-b]pyrrole-1,4-dicarboxylic acid 4-benzyl ester 1-tert-butyl ester

There total 12 articles about 3-(tert-butyl-dimethyl-silanyloxy)-(6S)-(6-fluoro-1H-indol-3-yl)-hexahydro-pyrrolo[3,2-b]pyrrole-1,4-dicarboxylic acid 4-benzyl ester 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: 93.0%

: 1218930-90-5
3-(tert-butyl-dimethyl-silanyloxy)-(6S)-(6-fluoro-1H-indol-3-yl)-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid tert-butyl ester

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

: 1218930-91-6
3-(tert-butyl-dimethyl-silanyloxy)-(6S)-(6-fluoro-1H-indol-3-yl)-hexahydro-pyrrolo[3,2-b]pyrrole-1,4-dicarboxylic acid 4-benzyl ester 1-tert-butyl ester

Guidance literature:: With triethylamine; dmap; In dichloromethane; at 0 - 20 ℃; for 8h;

Reference yield:

: 137934-80-6
4-(tert-butyl-dimethyl-silanyloxy)-2-(2-nitro-vinyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1218930-91-6
3-(tert-butyl-dimethyl-silanyloxy)-(6S)-(6-fluoro-1H-indol-3-yl)-hexahydro-pyrrolo[3,2-b]pyrrole-1,4-dicarboxylic acid 4-benzyl ester 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: silica gel; sodium iodide / cerium(III) chloride heptahydrate / acetonitrile

1.2: 72 h / 20 °C / Neat (no solvent)

2.1: hydrogen / ethanol; water / 2.5 h / 2585.81 Torr

3.1: triethylamine / dichloromethane / 17 h / 0 - 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4.5 h / 20 °C

5.1: pyridine-SO₃ complex; triethylamine / dimethyl sulfoxide / 4.5 h / 0 - 20 °C

6.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

6.2: 5.17 h / -78 °C

7.1: borane-THF / tetrahydrofuran / -30 - 20 °C

7.2: 0 - 20 °C

8.1: N-ethyl-N,N-diisopropylamine / dmap / dichloromethane / 2 h / 0 °C

9.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 4.5 h / 2585.81 Torr

10.1: triethylamine / dmap / dichloromethane / 8 h / 0 - 20 °C

With borane-THF; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; silica gel; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; dmap; cerium(III) chloride heptahydrate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; acetonitrile;

Reference yield:

: 1218930-82-5
2-[2-amino-1-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1218930-91-6
3-(tert-butyl-dimethyl-silanyloxy)-(6S)-(6-fluoro-1H-indol-3-yl)-hexahydro-pyrrolo[3,2-b]pyrrole-1,4-dicarboxylic acid 4-benzyl ester 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine / dichloromethane / 17 h / 0 - 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4.5 h / 20 °C

3.1: pyridine-SO₃ complex; triethylamine / dimethyl sulfoxide / 4.5 h / 0 - 20 °C

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

4.2: 5.17 h / -78 °C

5.1: borane-THF / tetrahydrofuran / -30 - 20 °C

5.2: 0 - 20 °C

6.1: N-ethyl-N,N-diisopropylamine / dmap / dichloromethane / 2 h / 0 °C

7.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 4.5 h / 2585.81 Torr

8.1: triethylamine / dmap / dichloromethane / 8 h / 0 - 20 °C

With borane-THF; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; triethylamine; N-ethyl-N,N-diisopropylamine; dmap; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;