N-[(4aS,11aR,12aS,13S)-10,13-bis(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-10-fluoro-4,4a,6,11,11a,12,12a,13-octahydro-5-hydroxy-4,6-dioxo-3,7-bis(phenylmethoxy)isoxazolo[5',4';6,7]naphth[2,3-g]isoquinolin-8-yl]-N-propyl-carbamic acid 1,1-dimethylethyl ester

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Chemical Name:N-[(4aS,11aR,12aS,13S)-10,13-bis(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-10-fluoro-4,4a,6,11,11a,12,12a,13-octahydro-5-hydroxy-4,6-dioxo-3,7-bis(phenylmethoxy)isoxazolo[5',4';6,7]naphth[2,3-g]isoquinolin-8-yl]-N-propyl-carbamic acid 1,1-dimethylethyl ester
CAS No.:1254367-65-1
Molecular Formula:C₅₀H₆₅N₅O₉Si
Molecular Weight:908.18
Hs Code.:

N-[(4aS,11aR,12aS,13S)-10,13-bis(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-10-fluoro-4,4a,6,11,11a,12,12a,13-octahydro-5-hydroxy-4,6-dioxo-3,7-bis(phenylmethoxy)isoxazolo[5',4';6,7]naphth[2,3-g]isoquinolin-8-yl]-N-propyl-carbamic acid 1,1-dimethylethyl ester

Synonyms:N-[(4aS,11aR,12aS,13S)-10,13-bis(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-10-fluoro-4,4a,6,11,11a,12,12a,13-octahydro-5-hydroxy-4,6-dioxo-3,7-bis(phenylmethoxy)isoxazolo[5',4';6,7]naphth[2,3-g]isoquinolin-8-yl]-N-propyl-carbamic acid 1,1-dimethylethyl ester

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Chemical Property of N-[(4aS,11aR,12aS,13S)-10,13-bis(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-10-fluoro-4,4a,6,11,11a,12,12a,13-octahydro-5-hydroxy-4,6-dioxo-3,7-bis(phenylmethoxy)isoxazolo[5',4';6,7]naphth[2,3-g]isoquinolin-8-yl]-N-propyl-carbamic acid 1,1-dimethylethyl ester

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Technology Process of N-[(4aS,11aR,12aS,13S)-10,13-bis(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-10-fluoro-4,4a,6,11,11a,12,12a,13-octahydro-5-hydroxy-4,6-dioxo-3,7-bis(phenylmethoxy)isoxazolo[5',4';6,7]naphth[2,3-g]isoquinolin-8-yl]-N-propyl-carbamic acid 1,1-dimethylethyl ester

There total 11 articles about N-[(4aS,11aR,12aS,13S)-10,13-bis(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-10-fluoro-4,4a,6,11,11a,12,12a,13-octahydro-5-hydroxy-4,6-dioxo-3,7-bis(phenylmethoxy)isoxazolo[5',4';6,7]naphth[2,3-g]isoquinolin-8-yl]-N-propyl-carbamic acid 1,1-dimethylethyl 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: 20.0%

: 852821-06-8
(4aS,8aS,9S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione

: 1254367-64-0
phenyl 5-benzyloxy-6-[(t-butoxycarbonyl)(propyl)amino]-2-(dimethylamino)-3-methylisonicotinate

: 1254367-65-1
N-[(4aS,11aR,12aS,13S)-10,13-bis(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-10-fluoro-4,4a,6,11,11a,12,12a,13-octahydro-5-hydroxy-4,6-dioxo-3,7-bis(phenylmethoxy)isoxazolo[5',4';6,7]naphth[2,3-g]isoquinolin-8-yl]-N-propyl-carbamic acid 1,1-dimethylethyl ester

Guidance literature:: phenyl 5-benzyloxy-6-[(t-butoxycarbonyl)(propyl)amino]-2-(dimethylamino)-3-methylisonicotinate; With N,N,N,N,-tetramethylethylenediamine; lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.166667h;

(4aS,8aS,9S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione; In tetrahydrofuran; at -78 - -20 ℃;

Reference yield:

: 1254367-44-6
C₂₀H₁₆BrNO₄

: 1254367-65-1
N-[(4aS,11aR,12aS,13S)-10,13-bis(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-10-fluoro-4,4a,6,11,11a,12,12a,13-octahydro-5-hydroxy-4,6-dioxo-3,7-bis(phenylmethoxy)isoxazolo[5',4';6,7]naphth[2,3-g]isoquinolin-8-yl]-N-propyl-carbamic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: phosphorus(V) oxybromide / toluene / 0.75 h / 100 °C

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tetrahydrofuran; 1,4-dioxane / 4 h / 60 °C / Inert atmosphere

3.1: copper(l) iodide; anhydrous dipotassium phosphate; 2-acetylcyclohexanone / N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h

5.1: N,N,N,N,-tetramethylethylenediamine; lithium diisopropyl amide / tetrahydrofuran / 0.17 h / -78 °C

5.2: 0.75 h / -78 - -20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; anhydrous dipotassium phosphate; N,N,N,N,-tetramethylethylenediamine; 2-acetylcyclohexanone; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium hexamethyldisilazane; lithium diisopropyl amide; phosphorus(V) oxybromide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm1015389

Reference yield:

: 1254367-40-2
phenyl 3-(benzyloxy)-2,6-dibromo-5-methylisonicotinate

: 1254367-65-1
N-[(4aS,11aR,12aS,13S)-10,13-bis(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-10-fluoro-4,4a,6,11,11a,12,12a,13-octahydro-5-hydroxy-4,6-dioxo-3,7-bis(phenylmethoxy)isoxazolo[5',4';6,7]naphth[2,3-g]isoquinolin-8-yl]-N-propyl-carbamic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tetrahydrofuran; 1,4-dioxane / 4 h / 60 °C / Inert atmosphere

2.1: copper(l) iodide; anhydrous dipotassium phosphate; 2-acetylcyclohexanone / N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h

4.1: N,N,N,N,-tetramethylethylenediamine; lithium diisopropyl amide / tetrahydrofuran / 0.17 h / -78 °C

4.2: 0.75 h / -78 - -20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; anhydrous dipotassium phosphate; N,N,N,N,-tetramethylethylenediamine; 2-acetylcyclohexanone; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jm1015389