2-[2-benzylcarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:2-[2-benzylcarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester
CAS No.:1218930-87-0
Molecular Formula:C₃₃H₄₄FN₃O₅Si
Molecular Weight:609.813
Hs Code.:

2-[2-benzylcarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

Synonyms:2-[2-benzylcarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

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Chemical Property of 2-[2-benzylcarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

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Technology Process of 2-[2-benzylcarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

There total 7 articles about 2-[2-benzylcarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2,5-dihydro-pyrrole-1-carboxylic acid 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: 89.0%

: 1218930-86-9
2-[2-benzylcarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1218930-87-0
2-[2-benzylcarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

Guidance literature:: 2-[2-benzylcarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; at -78 ℃; for 5.16667h;

Reference yield:

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

: 1218930-87-0
2-[2-benzylcarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 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

With pyridine-SO₃ complex; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; silica gel; triethylamine; sodium iodide; cerium(III) chloride heptahydrate; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; acetonitrile;

Reference yield:

: 134441-71-7
(2S,4R)-1-boc-4-tert-butyldimethylsilylpyrrolidine-2-carbaldehyde

: 1218930-87-0
2-[2-benzylcarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine / 17 h / 0 - 20 °C

1.2: 16 h / -78 °C

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

2.2: 72 h / 20 °C / Neat (no solvent)

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

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

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

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

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

7.2: 5.17 h / -78 °C

With pyridine-SO₃ complex; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; silica gel; triethylamine; sodium iodide; cerium(III) chloride heptahydrate; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; acetonitrile;