(4aS,11aR,12aS,13S)-3-(benzyloxy)-13-(dimethylamino)-4a,5,7-trihydroxy-10-methoxy-11a,12,12a,13-tetrahydrotetraceno[2,3-d]isoxazole-4,6(4aH,11H)-dione

Base Information

Chemical Name:(4aS,11aR,12aS,13S)-3-(benzyloxy)-13-(dimethylamino)-4a,5,7-trihydroxy-10-methoxy-11a,12,12a,13-tetrahydrotetraceno[2,3-d]isoxazole-4,6(4aH,11H)-dione
CAS No.:1268463-53-1
Molecular Formula:C₂₉H₂₈N₂O₈
Molecular Weight:532.55
Hs Code.:

(4aS,11aR,12aS,13S)-3-(benzyloxy)-13-(dimethylamino)-4a,5,7-trihydroxy-10-methoxy-11a,12,12a,13-tetrahydrotetraceno[2,3-d]isoxazole-4,6(4aH,11H)-dione

Synonyms:(4aS,11aR,12aS,13S)-3-(benzyloxy)-13-(dimethylamino)-4a,5,7-trihydroxy-10-methoxy-11a,12,12a,13-tetrahydrotetraceno[2,3-d]isoxazole-4,6(4aH,11H)-dione

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Chemical Property of (4aS,11aR,12aS,13S)-3-(benzyloxy)-13-(dimethylamino)-4a,5,7-trihydroxy-10-methoxy-11a,12,12a,13-tetrahydrotetraceno[2,3-d]isoxazole-4,6(4aH,11H)-dione

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Technology Process of (4aS,11aR,12aS,13S)-3-(benzyloxy)-13-(dimethylamino)-4a,5,7-trihydroxy-10-methoxy-11a,12,12a,13-tetrahydrotetraceno[2,3-d]isoxazole-4,6(4aH,11H)-dione

There total 7 articles about (4aS,11aR,12aS,13S)-3-(benzyloxy)-13-(dimethylamino)-4a,5,7-trihydroxy-10-methoxy-11a,12,12a,13-tetrahydrotetraceno[2,3-d]isoxazole-4,6(4aH,11H)-dione 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:

: 1268463-52-0
((4aS,11aR,12aS,13S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-10-methoxy-4,6-dioxo-4,4a,6,11,11a,12,12a,13-octahydrotetraceno[2,3-d]isoxazol-7-yl)tert-butyl carbonate

: 1268463-53-1
(4aS,11aR,12aS,13S)-3-(benzyloxy)-13-(dimethylamino)-4a,5,7-trihydroxy-10-methoxy-11a,12,12a,13-tetrahydrotetraceno[2,3-d]isoxazole-4,6(4aH,11H)-dione

Guidance literature:: ((4aS,11aR,12aS,13S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-13-(dimethylamino)-5-hydroxy-10-methoxy-4,6-dioxo-4,4a,6,11,11a,12,12a,13-octahydrotetraceno[2,3-d]isoxazol-7-yl)tert-butyl carbonate; With hydrogen fluoride; water; trifluoroacetic acid; In acetonitrile; at 25 ℃; for 18h;

With dipotassium hydrogenphosphate; In water; acetonitrile;

Reference yield:

: 2785-98-0
2,5-dimethoxybenzoic acid

: 1268463-53-1
(4aS,11aR,12aS,13S)-3-(benzyloxy)-13-(dimethylamino)-4a,5,7-trihydroxy-10-methoxy-11a,12,12a,13-tetrahydrotetraceno[2,3-d]isoxazole-4,6(4aH,11H)-dione

Guidance literature:: Multi-step reaction with 7 steps

1.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran / 2.5 h / 0 °C

1.2: 2 h / 25 °C

2.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 25 °C

3.1: dmap; triethylamine / dichloromethane / 12 h / 25 °C

4.1: boron tribromide / dichloromethane / 1.5 h / -78 - 25 °C

5.1: dmap / dichloromethane / 1.5 h / 25 °C

6.1: lithium diisopropyl amide; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran / 0.08 h / -78 °C

6.2: 1 h / -78 - 25 °C

7.1: trifluoroacetic acid; water; hydrogen fluoride / acetonitrile / 18 h / 25 °C

With 2,2,6,6-tetramethyl-piperidine; dmap; n-butyllithium; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; hydrogen fluoride; water; boron tribromide; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; acetonitrile;

Reference yield:

: 116324-66-4
2,5-Dimethoxy-6-methylbenzoesaeure

: 1268463-53-1
(4aS,11aR,12aS,13S)-3-(benzyloxy)-13-(dimethylamino)-4a,5,7-trihydroxy-10-methoxy-11a,12,12a,13-tetrahydrotetraceno[2,3-d]isoxazole-4,6(4aH,11H)-dione

Guidance literature:: Multi-step reaction with 6 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 25 °C

2.1: dmap; triethylamine / dichloromethane / 12 h / 25 °C

3.1: boron tribromide / dichloromethane / 1.5 h / -78 - 25 °C

4.1: dmap / dichloromethane / 1.5 h / 25 °C

5.1: lithium diisopropyl amide; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran / 0.08 h / -78 °C

5.2: 1 h / -78 - 25 °C

6.1: trifluoroacetic acid; water; hydrogen fluoride / acetonitrile / 18 h / 25 °C

With dmap; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; hydrogen fluoride; water; boron tribromide; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; acetonitrile;