| Identification | Back Directory | [Name]
6-Monodeoxy-6-monoamino-beta-cyclodextrine | [CAS]
29390-67-8 | [Synonyms]
6-AMino-6-deoxy -cyclodextrin
mono-6-amino-mono-6-deoxy-β-CD
Mono-(6-amino-6-deoxy)-β-cyclodextrin
Mono-(6-amino-6-deoxy)-2-cyclodextrin
Mono-6-Amino-6-deoxy-beta-Cyclodextrin
6-Monodeoxy-6-monoamino-beta-cyclodextrine | [EINECS(EC#)]
1312995-182-4 | [Molecular Formula]
C42H71NO34 | [MDL Number]
MFCD03452964 | [MOL File]
29390-67-8.mol | [Molecular Weight]
1134 |
| Chemical Properties | Back Directory | [Melting point ]
203 °C (decomp) | [Boiling point ]
1527.8±60.0 °C(Predicted) | [density ]
1.608±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [solubility ]
Soluble in water, DMF, DMSO.Insoluble in acetone, methanol, chloroform. | [form ]
Solid powder or crystals | [pka]
12.57±0.70(Predicted) | [color ]
White to off-white | [Stability:]
Hygroscopic | [CAS DataBase Reference]
29390-67-8 |
| Hazard Information | Back Directory | [Chemical Properties]
suitable for coupling to carboxylor aldehyde-containing ligands | [Uses]
suitable for coupling to carboxylor aldehyde-containing ligands | [Synthesis]
Synthesis of mono-(6-amino-6-deoxy)-β-cyclodextrin (CDNH2): 30 mL of an aqueous ammonia solution was added to 3 g of crude mono-6-O-(p-toluenesulfonyl)-β-cyclodextrin (CDOT) and the reaction mixture was stirred for 72 h at 50 °C. The reaction was carried out in a cold acetone solution. Upon completion of the reaction, the solution was recrystallized in cold acetone to give the crude product CDNH2. This crude product was subsequently purified by a cation exchange column, sequentially using deionized water and 0.1 M (NH4)2CO3 buffered aqueous solution as eluents. The total yield of the purified product was 79%. The reaction process and product purity were monitored by thin-layer chromatography (TLC) with the unfolding agent ratio of 1-propanol:ethyl acetate:water:NH3-H2O = 3:1:2:1 (v/v) and color development using CAM solution. | [References]
[1] Tetrahedron Letters, 2010, vol. 51, # 5, p. 800 - 803
[2] Patent: WO2016/126910, 2016, A1. Location in patent: Page/Page column 29
[3] Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2012, vol. 73, # 1-4, p. 475 - 478
[4] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 11, p. 3346 - 3348
[5] Angewandte Chemie - International Edition, 2015, vol. 54, # 41, p. 12127 - 12133 |
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