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Basic Information
CAS No.: 98169-85-8
Name: Mono-6-Azido-6-deoxy-beta-Cyclodextrin
Article Data: 8
Molecular Structure:
Molecular Structure of 98169-85-8 (Mono-6-Azido-6-deoxy-beta-Cyclodextrin)
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
Synthetic route
67217-55-4

mono-6-deoxy-6-(p-tolylsulphonyl)-β-cyclodextrin

98169-85-8

mono(6-azido-6-deoxy)β-cyclodextrin

Conditions
ConditionsYield
With sodium azide; potassium iodide In N,N-dimethyl-formamide100%
With sodium azide In dimethyl sulfoxide at 90℃; for 12h;100%
With sodium azide100%
29390-66-7

6-deoxy-6-iodo-β-cyclodextrin

98169-85-8

mono(6-azido-6-deoxy)β-cyclodextrin

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide at 60 - 63℃; for 24h;90%

mono-6-deoxy-6-(p-tolylsulfonyl)-β-cyclodextrin

98169-85-8

mono(6-azido-6-deoxy)β-cyclodextrin

Conditions
ConditionsYield
With sodium azide at 80℃; for 72h;78%
7585-39-9

β‐cyclodextrin

98169-85-8

mono(6-azido-6-deoxy)β-cyclodextrin

Conditions
ConditionsYield
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;
98169-85-8

mono(6-azido-6-deoxy)β-cyclodextrin

74-88-4

methyl iodide

128262-67-9

mono-6-azido-6-deoxy-per-O-methyl-β-cyclodextrin

Conditions
ConditionsYield
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%
98169-85-8

mono(6-azido-6-deoxy)β-cyclodextrin

141-43-5

ethanolamine

162615-68-1

6-deoxy-6-hydroxylethylamino-β-cyclodextrin

Conditions
ConditionsYield
With triphenylphosphine In N,N-dimethyl-formamide at 20℃; for 20h; Staudinger reaction;100%
34272-03-2, 151168-59-1, 151168-60-4

propargyl β-D-glucopyranoside

98169-85-8

mono(6-azido-6-deoxy)β-cyclodextrin

1264047-84-8

1-(61-deoxycyclomaltoheptos-61-yl)-4-(β-D-glucopyranosyloxymethyl)-1H-1,2,3-triazole

Conditions
ConditionsYield
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%
875478-11-8

(S)-2-amino-3-phenyl-N-(prop-2-ynyl)propanamide

98169-85-8

mono(6-azido-6-deoxy)β-cyclodextrin

1268671-17-5

L-phenylalanine-N-[(1-β-cyclodextrinyl-1H-1,2,3-triazol-4-yl)methylamide]

Conditions
ConditionsYield
With sodium ascorbate; copper(II) sulfate In water; dimethyl sulfoxide at 20℃; for 18h;100%
1268671-04-0

L-valine-N-propargylamide

98169-85-8

mono(6-azido-6-deoxy)β-cyclodextrin

1268671-13-1

L-valine-N-[(1-β-cyclodextrinyl-1H-1,2,3-triazol-4-yl)methylamide]

Conditions
ConditionsYield
With sodium ascorbate; copper(II) sulfate In water; dimethyl sulfoxide at 20℃; for 18h;100%
1268671-05-1

L-isoleucine-N-propargylamide

98169-85-8

mono(6-azido-6-deoxy)β-cyclodextrin

1268671-14-2

L-isoleucine-N-[(1-β-cyclodextrinyl-1H-1,2,3-triazol-4-yl)methylamide]

Conditions
ConditionsYield
With sodium ascorbate; copper(II) sulfate In water; dimethyl sulfoxide at 20℃; for 18h;100%
Downstream Products
7585-39-9
29390-67-8
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