((4aS,8S,8aR,9S)-8-azido-3-(benzyloxy)-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione)

Base Information

Chemical Name:((4aS,8S,8aR,9S)-8-azido-3-(benzyloxy)-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione)
CAS No.:1253799-75-5
Molecular Formula:C₂₆H₃₃N₅O₅Si
Molecular Weight:523.664
Hs Code.:

Synonyms:((4aS,8S,8aR,9S)-8-azido-3-(benzyloxy)-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione)

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Chemical Property of ((4aS,8S,8aR,9S)-8-azido-3-(benzyloxy)-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione)

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Technology Process of ((4aS,8S,8aR,9S)-8-azido-3-(benzyloxy)-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione)

There total 5 articles about ((4aS,8S,8aR,9S)-8-azido-3-(benzyloxy)-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-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: 72.0%

: 1371641-70-1
C₂₆H₃₄N₂O₆Si

: 1253799-75-5
((4aS,8S,8aR,9S)-8-azido-3-(benzyloxy)-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione)

Guidance literature:: C₂₆H₃₄N₂O₆Si; With triphenylphosphine; diethylazodicarboxylate; In dichloromethane; toluene; at 23 ℃; for 0.0333333h;

With diphenyl phosphoryl azide; In toluene; at 23 ℃; for 2h;

Reference yield: 60.0%

: 1253799-73-3
((4aS,8R,8aS,9S)-3-(benzyloxy)-8-bromo-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione)

: 1253799-75-5
((4aS,8S,8aR,9S)-8-azido-3-(benzyloxy)-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione)

Guidance literature:: With N,N,N′,N′-tetramethylguanidinium azide; In tert-butyl methyl ether; acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere;

Reference yield:

: 1253799-71-1
((4aS,8aS,9S)-3-(benzyloxy)-5-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-4a-hydroxy-8a,9-dihydronaphtho[2,3-d]isoxazol-4(4aH)-one)

: 1253799-75-5
((4aS,8S,8aR,9S)-8-azido-3-(benzyloxy)-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione)

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide / water; tetrahydrofuran / 0.03 h

2.1: silver trifluoroacetate / 1,4-dioxane; water / 16 h / 23 - 60 °C

3.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane; toluene / 0.03 h / 23 °C

3.2: 2 h / 23 °C

With N-Bromosuccinimide; silver trifluoroacetate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene;