2-[2-benzyloxycarbonylamino-(1R)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:2-[2-benzyloxycarbonylamino-(1R)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:1218931-02-2
Molecular Formula:C₃₄H₄₈FN₃O₈SSi
Molecular Weight:705.92
Hs Code.:

2-[2-benzyloxycarbonylamino-(1R)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester

Synonyms:2-[2-benzyloxycarbonylamino-(1R)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 2-[2-benzyloxycarbonylamino-(1R)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of 2-[2-benzyloxycarbonylamino-(1R)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 10 articles about 2-[2-benzyloxycarbonylamino-(1R)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-methanesulfonyloxy-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: 100.0%

: 1218931-01-1
2-[2-benzyloxycarbonylamino-(1R)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

: 124-63-0
methanesulfonyl chloride

: 1218931-02-2
2-[2-benzyloxycarbonylamino-(1R)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; dmap; In dichloromethane; at 0 ℃; for 2h;

Reference yield:

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

: 1218931-02-2
2-[2-benzyloxycarbonylamino-(1R)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 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 / 5 h / 20 °C

5.1: pyridine-SO₃ complex; triethylamine / dichloromethane; dimethyl sulfoxide / 3 h / 0 - 20 °C

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

6.2: 4.17 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

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; In tetrahydrofuran; 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

: 1218931-02-2
2-[2-benzyloxycarbonylamino-(1R)-(6-fluoro-1H-indol-3-yl)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

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

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 h / 20 °C

3.1: pyridine-SO₃ complex; triethylamine / dichloromethane; dimethyl sulfoxide / 3 h / 0 - 20 °C

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

4.2: 4.17 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

With borane-THF; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; triethylamine; N-ethyl-N,N-diisopropylamine; dmap; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;