(4aS,11aR,12aS,13S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-4,6-(dioxo-10-(trifluoromethoxy)-4,4a,6,11,11a,12,12a,13-octahydrotetraceno[2,3-d]isoxazol-7-yl)tert-butyl carbonate

Base Information

Chemical Name:(4aS,11aR,12aS,13S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-4,6-(dioxo-10-(trifluoromethoxy)-4,4a,6,11,11a,12,12a,13-octahydrotetraceno[2,3-d]isoxazol-7-yl)tert-butyl carbonate
CAS No.:1268463-90-6
Molecular Formula:C₄₀H₄₇F₃N₂O₁₀Si
Molecular Weight:800.901
Hs Code.:

(4aS,11aR,12aS,13S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-4,6-(dioxo-10-(trifluoromethoxy)-4,4a,6,11,11a,12,12a,13-octahydrotetraceno[2,3-d]isoxazol-7-yl)tert-butyl carbonate

Synonyms:(4aS,11aR,12aS,13S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-4,6-(dioxo-10-(trifluoromethoxy)-4,4a,6,11,11a,12,12a,13-octahydrotetraceno[2,3-d]isoxazol-7-yl)tert-butyl carbonate

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Chemical Property of (4aS,11aR,12aS,13S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-4,6-(dioxo-10-(trifluoromethoxy)-4,4a,6,11,11a,12,12a,13-octahydrotetraceno[2,3-d]isoxazol-7-yl)tert-butyl carbonate

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Technology Process of (4aS,11aR,12aS,13S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-4,6-(dioxo-10-(trifluoromethoxy)-4,4a,6,11,11a,12,12a,13-octahydrotetraceno[2,3-d]isoxazol-7-yl)tert-butyl carbonate

There total 6 articles about (4aS,11aR,12aS,13S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-4,6-(dioxo-10-(trifluoromethoxy)-4,4a,6,11,11a,12,12a,13-octahydrotetraceno[2,3-d]isoxazol-7-yl)tert-butyl carbonate 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: 56.0%

: 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

: 1268463-89-3
phenyl 6-(tert-butoxycarbonyloxy)-2-methyl-3-(trifluoromethoxy)benzoate

: 1268463-90-6
(4aS,11aR,12aS,13S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-4,6-(dioxo-10-(trifluoromethoxy)-4,4a,6,11,11a,12,12a,13-octahydrotetraceno[2,3-d]isoxazol-7-yl)tert-butyl carbonate

: 1268463-91-7
(4aS,11aR,12aS,13S)-tert-butyl 3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5,7-dihydroxy-4,6-dioxo-10-(trifluoromethoxy)-4,4a,6,11,11a,12,12a,13-octahydrotetraceno[2,3-d]isoxazole-8-carboxylate

Guidance literature:: phenyl 6-(tert-butoxycarbonyloxy)-2-methyl-3-(trifluoromethoxy)benzoate; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -78 ℃; for 0.416667h;

(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 - -10 ℃; for 1.03333h;

Reference yield:

: 191604-88-3
2-methoxy-5-(trifluoromethoxy)benzoic acid

: 1268463-90-6
(4aS,11aR,12aS,13S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-4,6-(dioxo-10-(trifluoromethoxy)-4,4a,6,11,11a,12,12a,13-octahydrotetraceno[2,3-d]isoxazol-7-yl)tert-butyl carbonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C

2.1: dmap / dichloromethane / 20 °C

3.1: 2,2,6,6-tetramethyl-piperidine; N,N,N,N,-tetramethylethylenediamine; n-butyllithium / hexane; tetrahydrofuran / 0.75 h / -78 °C

3.2: 3 h / -78 - 20 °C

4.1: boron tribromide / dichloromethane / 4 h / -78 - -10 °C

5.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C

6.1: N-ethyl-N,N-diisopropylamine; N,N,N,N,-tetramethylethylenediamine; n-butyllithium / tetrahydrofuran / 0.42 h / -78 °C

6.2: 1.03 h / -78 - -10 °C

With 2,2,6,6-tetramethyl-piperidine; dmap; n-butyllithium; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; boron tribromide; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; hexane; dichloromethane;

Reference yield:

: 191604-91-8
2-Methoxy-5-trifluoromethoxybenzoyl Chloride

: 1268463-90-6
(4aS,11aR,12aS,13S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-4,6-(dioxo-10-(trifluoromethoxy)-4,4a,6,11,11a,12,12a,13-octahydrotetraceno[2,3-d]isoxazol-7-yl)tert-butyl carbonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap / dichloromethane / 20 °C

2.1: 2,2,6,6-tetramethyl-piperidine; N,N,N,N,-tetramethylethylenediamine; n-butyllithium / hexane; tetrahydrofuran / 0.75 h / -78 °C

2.2: 3 h / -78 - 20 °C

3.1: boron tribromide / dichloromethane / 4 h / -78 - -10 °C

4.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine; N,N,N,N,-tetramethylethylenediamine; n-butyllithium / tetrahydrofuran / 0.42 h / -78 °C

5.2: 1.03 h / -78 - -10 °C

With 2,2,6,6-tetramethyl-piperidine; dmap; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; boron tribromide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;