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CAS No.: | 98169-85-8 |
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Name: | Mono-6-Azido-6-deoxy-beta-Cyclodextrin |
Article Data: | 8 |
Molecular Structure: | |
Formula: | C42H69 N3 O34 |
Molecular Weight: | 1160.01 |
Synonyms: | 2,4,7,9,12,14,17,19,22,24,27,29,32,34-Tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane,b-cyclodextrin deriv.;6-Azido-6-deoxycyclomaltoheptaose; 6-Deoxy-6-azido-b-cyclodextrin; 6-Monoazido-b-cyclodextrin; Mono-6-deoxy-6-azido-b-cyclodextrin |
Melting Point: | 206°C(dec.)(lit.) |
PSA: | 583.57000 |
LogP: | -14.45980 |
mono-6-deoxy-6-(p-tolylsulphonyl)-β-cyclodextrin
mono(6-azido-6-deoxy)β-cyclodextrin
Conditions | Yield |
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With sodium azide; potassium iodide In N,N-dimethyl-formamide | 100% |
With sodium azide In dimethyl sulfoxide at 90℃; for 12h; | 100% |
With sodium azide | 100% |
6-deoxy-6-iodo-β-cyclodextrin
mono(6-azido-6-deoxy)β-cyclodextrin
Conditions | Yield |
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With sodium azide In N,N-dimethyl-formamide at 60 - 63℃; for 24h; | 90% |
mono(6-azido-6-deoxy)β-cyclodextrin
Conditions | Yield |
---|---|
With sodium azide at 80℃; for 72h; | 78% |
β‐cyclodextrin
mono(6-azido-6-deoxy)β-cyclodextrin
Conditions | Yield |
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With lithium azide; carbon tetrabromide; triphenylphosphine In N,N-dimethyl-formamide for 15h; Ambient temperature; | 15% |
With methanol; sodium azide; carbon tetrabromide; triphenylphosphine 1.) DMF, room temperature, 24 h; Yield given. Multistep reaction; | |
Stage #1: β‐cyclodextrin With p-toluenesulfonylanhydride Stage #2: With sodium azide In N,N-dimethyl-formamide at 60℃; | |
Stage #1: β‐cyclodextrin With p-toluenesulfonyl chloride; sodium hydroxide In water at 5℃; for 0.666667h; Stage #2: With sodium azide In water at 80℃; for 12h; |
mono(6-azido-6-deoxy)β-cyclodextrin
methyl iodide
mono-6-azido-6-deoxy-per-O-methyl-β-cyclodextrin
Conditions | Yield |
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Stage #1: mono(6-azido-6-deoxy)β-cyclodextrin With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 1.5h; Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 72h; Product distribution / selectivity; | 100% |
Stage #1: mono(6-azido-6-deoxy)β-cyclodextrin With sodium hydride In N,N-dimethyl-formamide Stage #2: methyl iodide In N,N-dimethyl-formamide | 97% |
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; | 90% |
mono(6-azido-6-deoxy)β-cyclodextrin
ethanolamine
6-deoxy-6-hydroxylethylamino-β-cyclodextrin
Conditions | Yield |
---|---|
With triphenylphosphine In N,N-dimethyl-formamide at 20℃; for 20h; Staudinger reaction; | 100% |
propargyl β-D-glucopyranoside
mono(6-azido-6-deoxy)β-cyclodextrin
1-(61-deoxycyclomaltoheptos-61-yl)-4-(β-D-glucopyranosyloxymethyl)-1H-1,2,3-triazole
Conditions | Yield |
---|---|
Stage #1: propargyl β-D-glucopyranoside; mono(6-azido-6-deoxy)β-cyclodextrin With copper(l) chloride In water for 0.166667h; Microwave irradiation; Stage #2: In water regiospecific reaction; | 100% |
(S)-2-amino-3-phenyl-N-(prop-2-ynyl)propanamide
mono(6-azido-6-deoxy)β-cyclodextrin
L-phenylalanine-N-[(1-β-cyclodextrinyl-1H-1,2,3-triazol-4-yl)methylamide]
Conditions | Yield |
---|---|
With sodium ascorbate; copper(II) sulfate In water; dimethyl sulfoxide at 20℃; for 18h; | 100% |
L-valine-N-propargylamide
mono(6-azido-6-deoxy)β-cyclodextrin
L-valine-N-[(1-β-cyclodextrinyl-1H-1,2,3-triazol-4-yl)methylamide]
Conditions | Yield |
---|---|
With sodium ascorbate; copper(II) sulfate In water; dimethyl sulfoxide at 20℃; for 18h; | 100% |
L-isoleucine-N-propargylamide
mono(6-azido-6-deoxy)β-cyclodextrin
L-isoleucine-N-[(1-β-cyclodextrinyl-1H-1,2,3-triazol-4-yl)methylamide]
Conditions | Yield |
---|---|
With sodium ascorbate; copper(II) sulfate In water; dimethyl sulfoxide at 20℃; for 18h; | 100% |