(2R)-[2-benzyloxycarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-(3S)-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(2R)-[2-benzyloxycarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-(3S)-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:1218929-65-7
Molecular Formula:C₃₃H₄₆FN₃O₅Si
Molecular Weight:611.829
Hs Code.:

(2R)-[2-benzyloxycarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-(3S)-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

Synonyms:(2R)-[2-benzyloxycarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-(3S)-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (2R)-[2-benzyloxycarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-(3S)-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of (2R)-[2-benzyloxycarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-(3S)-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 10 articles about (2R)-[2-benzyloxycarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-(3S)-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-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: 98.0%

: 1218929-64-6
(2R)-[2-amino-(1S)-(6-fluoro-indol-3-yl)-ethyl]-(3S)-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

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

: 1218929-65-7
(2R)-[2-benzyloxycarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-(3S)-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With triethylamine; at 0 - 20 ℃; for 2.5h;

Reference yield:

: 187039-57-2,335280-19-8
(2S,3S)-1-(tert-butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid

: 1218929-65-7
(2R)-[2-benzyloxycarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-(3S)-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 0 - 90 °C

2.1: 1H-imidazole / dichloromethane / 6 h / 0 - 20 °C

3.1: lithium borohydride / tetrahydrofuran / 3 h / 0 - 20 °C

4.1: triethylamine; sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 2 h / 0 - 20 °C

5.1: triethylamine / 12 h

6.1: thionyl chloride / dichloromethane / 1 h / -78 °C

6.2: 1 h / -78 °C

7.1: / acetonitrile / 16 h / 20 °C

8.1: hydrogen / ethanol / 1.5 h / 2585.81 Torr

9.1: triethylamine / dichloromethane / 2.5 h / 0 - 20 °C

With 1H-imidazole; lithium borohydride; thionyl chloride; hydrogen; sulfur trioxide pyridine complex; potassium carbonate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 156129-73-6
tert-butyl (2R,3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-2-(hydroxymethyl)pyrrolidine-1-carboxylate

: 1218929-65-7
(2R)-[2-benzyloxycarbonylamino-(1S)-(6-fluoro-1H-indol-3-yl)-ethyl]-(3S)-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine; sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 2 h / 0 - 20 °C

2.1: triethylamine / 12 h

3.1: thionyl chloride / dichloromethane / 1 h / -78 °C

3.2: 1 h / -78 °C

4.1: / acetonitrile / 16 h / 20 °C

5.1: hydrogen / ethanol / 1.5 h / 2585.81 Torr

6.1: triethylamine / dichloromethane / 2.5 h / 0 - 20 °C

With thionyl chloride; hydrogen; sulfur trioxide pyridine complex; triethylamine; In ethanol; dichloromethane; dimethyl sulfoxide; acetonitrile;