2-[(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]-imidodicarbonic acid, 1,3-bis(1,1-dimethylethyl) ester

Base Information

Chemical Name:2-[(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]-imidodicarbonic acid, 1,3-bis(1,1-dimethylethyl) ester
CAS No.:1254367-79-7
Molecular Formula:C₅₂H₆₇N₅O₁₁Si
Molecular Weight:966.216
Hs Code.:

2-[(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]-imidodicarbonic acid, 1,3-bis(1,1-dimethylethyl) ester

Synonyms:2-[(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]-imidodicarbonic acid, 1,3-bis(1,1-dimethylethyl) ester

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Chemical Property of 2-[(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]-imidodicarbonic acid, 1,3-bis(1,1-dimethylethyl) ester

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Technology Process of 2-[(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]-imidodicarbonic acid, 1,3-bis(1,1-dimethylethyl) ester

There total 12 articles about 2-[(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]-imidodicarbonic acid, 1,3-bis(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: 53.0%

: 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

: 1254367-78-6
phenyl 3-benzyloxy-2-[bis(t-butoxycarbonyl)amino]-6-(dimethylamino)-5-methylisonicotinate

: 1254367-79-7
2-[(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]-imidodicarbonic acid, 1,3-bis(1,1-dimethylethyl) ester

Guidance literature:: phenyl 3-benzyloxy-2-[bis(t-butoxycarbonyl)amino]-6-(dimethylamino)-5-methylisonicotinate; With N,N,N,N,-tetramethylethylenediamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.0833333h;

(4aS,8aS,9S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione; In tetrahydrofuran; hexane; at -78 - -10 ℃; for 0.5h;

Reference yield:

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

: 1254367-79-7
2-[(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]-imidodicarbonic acid, 1,3-bis(1,1-dimethylethyl) ester

Guidance literature:: Multi-step reaction with 4 steps

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: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 4 h / 100 °C / Inert atmosphere

3: dmap / N,N-dimethyl-formamide

4: lithium hexamethyldisilazane / tetrahydrofuran / 1.17 h / -78 - 0 °C

With dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jm1015389

Reference yield:

: 1254367-44-6
C₂₀H₁₆BrNO₄

: 1254367-79-7
2-[(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]-imidodicarbonic acid, 1,3-bis(1,1-dimethylethyl) ester

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 4 h / 100 °C / Inert atmosphere

4: dmap / N,N-dimethyl-formamide

5: lithium hexamethyldisilazane / tetrahydrofuran / 1.17 h / -78 - 0 °C

With dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium hexamethyldisilazane; phosphorus(V) oxybromide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm1015389