Product Name

  • Name

    Cyclohexapentylose

  • EINECS 233-007-4
  • CAS No. 10016-20-3
  • Article Data43
  • CAS DataBase
  • Density 1.624 g/cm3
  • Solubility H2O: 50 mg/mL
  • Melting Point >278 °C (dec.)(lit.)
  • Formula C36H60O30
  • Boiling Point 1410.8 °C at 760 mmHg
  • Molecular Weight 972.854
  • Flash Point 807.1 °C
  • Transport Information
  • Appearance White crystalline powder
  • Safety 26-36
  • Risk Codes 36-36/37/38
  • Molecular Structure Molecular Structure of 10016-20-3 (Cyclohexapentylose)
  • Hazard Symbols IrritantXi
  • Synonyms Cyclomaltohexose;Dextrin, a-cyclo;Dexy Pearl a-100;Isoeleat K 50;NSC 269470;Ringdex A;Stereoisomer of 5,10,15,20,25,30-hexakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontane-31,32,33,34,35,36,37,38,39,40,41,42-dodecol;a-Cycloamylose;a-Dextrin;a-Schardinger dextrin;Cyclohexaamylose(6CI);Alfadex;Cavamax W 6;Cavamax W 6 Food;Celdex A 100;Cyclohexadextrin;
  • PSA 474.90000
  • LogP -13.05480

Synthetic route

2I,3I,2II,3II,2III,3III,2IV,3IV,2V,3V,2VI,3VI-dodeca-O-benzyl-maltocyclohexaose

2I,3I,2II,3II,2III,3III,2IV,3IV,2V,3V,2VI,3VI-dodeca-O-benzyl-maltocyclohexaose

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
With hydrogen; palladium dihydroxide In methanol; water at 20℃; for 12h;100%
1-deoxy-1-fluoro-α-D-glucose
2106-10-7

1-deoxy-1-fluoro-α-D-glucose

A

β‐cyclodextrin
7585-39-9

β‐cyclodextrin

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
With sodium hydroxide; cyclodextrin-α(1-4)glucosyltransferase In water at 45℃; for 0.333333h; pH=6.0, sodium acetate buffer;A 38%
B 30%
α-cyclodextrin-Methyl Orange complex
64887-49-6

α-cyclodextrin-Methyl Orange complex

A

methyl orange
547-58-0

methyl orange

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant;
In methanol; water at 25℃; Equilibrium constant;
In water; dimethyl sulfoxide at 25℃; Equilibrium constant;
C36H60O30*C9H7NO6

C36H60O30*C9H7NO6

A

4-(acetyloxy)-3-nitrobenzoic acid
1210-97-5

4-(acetyloxy)-3-nitrobenzoic acid

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
With phosphate buffer at 25℃; Equilibrium constant;
C36H60O30*C11H11NO6

C36H60O30*C11H11NO6

A

4-carboxy-2-nitrophenyl butanoate
56003-42-0

4-carboxy-2-nitrophenyl butanoate

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
With phosphate buffer at 25℃; Equilibrium constant;
2C36H60O30*C11H11NO6

2C36H60O30*C11H11NO6

A

C36H60O30*C11H11NO6

C36H60O30*C11H11NO6

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
With phosphate buffer at 25℃; Equilibrium constant;
2C36H60O30*C13H15NO6

2C36H60O30*C13H15NO6

A

C36H60O30*C13H15NO6

C36H60O30*C13H15NO6

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
With phosphate buffer at 25℃; Equilibrium constant;
C36H60O30*C13H15NO6

C36H60O30*C13H15NO6

A

3-nitro-4-hexanoyloxybenzoic acid
65293-27-8

3-nitro-4-hexanoyloxybenzoic acid

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
With phosphate buffer at 25℃; Equilibrium constant;
C36H60O30*C14H17NO6

C36H60O30*C14H17NO6

A

4-carboxy-2-nitrophenyl heptanoate
43049-38-3

4-carboxy-2-nitrophenyl heptanoate

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
With phosphate buffer at 25℃; Equilibrium constant;
2C36H60O30*C14H17NO6

2C36H60O30*C14H17NO6

A

C36H60O30*C14H17NO6

C36H60O30*C14H17NO6

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
With phosphate buffer at 25℃; Equilibrium constant;
2C36H60O30*C15H19NO6

2C36H60O30*C15H19NO6

A

C36H60O30*C15H19NO6

C36H60O30*C15H19NO6

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
With phosphate buffer at 25℃; Equilibrium constant;
C36H60O30*C15H19NO6

C36H60O30*C15H19NO6

A

3-nitro-4-(octanoyloxy)benzoic acid
113894-26-1

3-nitro-4-(octanoyloxy)benzoic acid

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
With phosphate buffer at 25℃; Equilibrium constant;
C37H47N3(2+)*C36H60O30*2Br(1-)
141484-63-1

C37H47N3(2+)*C36H60O30*2Br(1-)

A

C37H47N3(2+)*2Br(1-)
141484-62-0

C37H47N3(2+)*2Br(1-)

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
In water-d2 at 30℃; Equilibrium constant; other temperatures;
C36H60O30*C6H13N3OS

C36H60O30*C6H13N3OS

A

3-t-butyl-1-methyl-1-nitrosothiourea
95598-14-4

3-t-butyl-1-methyl-1-nitrosothiourea

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
With acetate buffer at 37℃; Rate constant; dissociation constant and catalyzed rate constant of the inclusion complex is determined;
C36H60O30*C12H14N2
114987-35-8

C36H60O30*C12H14N2

A

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

B

1,1'-dimethyl-1,1'-dihydro-4,4'-bipyridyl
25128-26-1

1,1'-dimethyl-1,1'-dihydro-4,4'-bipyridyl

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant;
C36H60O30*C14H11N2O3(1-)
85090-50-2

C36H60O30*C14H11N2O3(1-)

A

4-(4-Hydroxy-2-methyl-phenylazo)-benzoic acid anion
85090-40-0

4-(4-Hydroxy-2-methyl-phenylazo)-benzoic acid anion

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
In water at 19 - 25℃; Equilibrium constant; pH = 7.2; phosphate buffer; ionic strength of 0.15M,;
prostacyclin*α-cyclodextrin
77192-49-5

prostacyclin*α-cyclodextrin

A

7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-((E)-(S)-3-hydroxy-oct-1-enyl)-cyclopentyl]-6-oxo-heptanoic acid
58962-34-8

7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-((E)-(S)-3-hydroxy-oct-1-enyl)-cyclopentyl]-6-oxo-heptanoic acid

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
With phosphate buffer (pH=ca. 7); water at 10 - 30℃; Thermodynamic data; Kinetics; activation parameters: ΔS(excit.), ΔG(excit.), E investigated;
C36H60O30*C21H34O5
69377-71-5

C36H60O30*C21H34O5

A

6-keto-PGF1α methyl ester
63557-55-1

6-keto-PGF1α methyl ester

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
With phosphate buffer (pH=ca. 7); water at 10 - 30℃; Thermodynamic data; Kinetics; activation parameters: ΔS(excit.), ΔG(excit.), E investigated;
hexakis-(2,3,6-tri-O-benzyl)-α-cyclodextrin
110237-97-3, 123930-57-4, 150520-16-4

hexakis-(2,3,6-tri-O-benzyl)-α-cyclodextrin

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol; formic acid at 50℃; Yield given;
allyl O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
113879-86-0

allyl O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

allyl O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-bis
113842-96-9

allyl O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-bis

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
Yield given. Multistep reaction;
O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride
113842-86-7

O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride

O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-bis
113842-97-0

O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-bis

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
Yield given. Multistep reaction;
C36H60O30*C20H15O2(1-)*Na(1+)

C36H60O30*C20H15O2(1-)*Na(1+)

A

sodium 4-pyren-1-ylbutyrate
63442-80-8

sodium 4-pyren-1-ylbutyrate

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant;
2C36H60O30*C20H15O2(1-)*Na(1+)

2C36H60O30*C20H15O2(1-)*Na(1+)

A

C36H60O30*C20H15O2(1-)*Na(1+)

C36H60O30*C20H15O2(1-)*Na(1+)

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant;
C36H60O30*ClO4(1-)

C36H60O30*ClO4(1-)

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant;
benzophenone-α-cyclodextrin

benzophenone-α-cyclodextrin

A

benzophenone
119-61-9

benzophenone

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
In water at 19.9℃; Equilibrium constant;
C36H60O30*I(1-)

C36H60O30*I(1-)

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant;
C36H60O30*CNS(1-)

C36H60O30*CNS(1-)

A

potassium thioacyanate
333-20-0

potassium thioacyanate

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant; Thermodynamic data; partial molal volume change, atmospheric pressure;
C36H60O30*C11H15NO2

C36H60O30*C11H15NO2

A

ethyl p-dimethyaminolbenzoate
10287-53-3

ethyl p-dimethyaminolbenzoate

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
In water Equilibrium constant;
C36H60O30*C16H11N2O4S(1-)

C36H60O30*C16H11N2O4S(1-)

A

5-(4-hydroxyphenylazo)naphthalene-1-sulphonate
98928-28-0

5-(4-hydroxyphenylazo)naphthalene-1-sulphonate

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant; phosphate buffer pH 4.6;
C36H60O30*C16H10N2O4S(2-)

C36H60O30*C16H10N2O4S(2-)

A

C16H10N2O4S(2-)
99477-41-5

C16H10N2O4S(2-)

B

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant; phosphate buffer pH 11.8;
alpha cyclodextrin
10016-20-3

alpha cyclodextrin

hexakis-(6-deoxy-6-iodo)-α-cyclodextrin
131105-41-4

hexakis-(6-deoxy-6-iodo)-α-cyclodextrin

Conditions
ConditionsYield
With iodine; triphenylphosphine In N,N-dimethyl-formamide at 70℃; for 20h; Inert atmosphere;100%
With tetraethylammonium iodide; 4-pyrrolidin-1-ylpyridine; ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate In N,N-dimethyl-formamide at 20℃; regioselective reaction;91%
With Iod; triphenylphosphine In N,N-dimethyl-formamide at 80℃; for 15h;80%
acetic anhydride
108-24-7

acetic anhydride

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

hexakis(2,3,6-tri-O-acetyl)-α-cyclomaltohexaose
23661-37-2

hexakis(2,3,6-tri-O-acetyl)-α-cyclomaltohexaose

Conditions
ConditionsYield
In pyridine100%
With iodine at 20℃; for 24h; neat (no solvent);100%
With pyridine at 60℃; for 12h;100%
1,12-Diaminododecane
2783-17-7

1,12-Diaminododecane

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

2C36H60O30*C12H28N2

2C36H60O30*C12H28N2

Conditions
ConditionsYield
In water for 13h; Reflux;100%
In water at 20℃; Reflux;
In water at 20℃; Reflux;
benzyl chloride
100-44-7

benzyl chloride

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

hexakis-(2,3,6-tri-O-benzyl)-α-cyclodextrin
110237-97-3, 123930-57-4, 150520-16-4

hexakis-(2,3,6-tri-O-benzyl)-α-cyclodextrin

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide at 20℃; for 22h; Inert atmosphere; Schlenk technique;99%
In dimethyl sulfoxide at 20℃; Inert atmosphere;98%
With sodium hydride In dimethyl sulfoxide at 20℃; for 18h;95%
propionic acid anhydride
123-62-6

propionic acid anhydride

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

per-O-propionyl-α-cyclodextrin

per-O-propionyl-α-cyclodextrin

Conditions
ConditionsYield
With iodine at 80℃; for 24h; neat (no solvent);99%
propionic acid anhydride
123-62-6

propionic acid anhydride

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

propionyl-α-cyclodextrin

propionyl-α-cyclodextrin

Conditions
ConditionsYield
With pyridine at 80℃; for 12h;98%
With pyridine for 24h; Ambient temperature;
poly(ethylene glycol)-carboxylic acid, carboxyl content 6.88E-5 mol/g, Mw = 33300, PDI = 1.1

poly(ethylene glycol)-carboxylic acid, carboxyl content 6.88E-5 mol/g, Mw = 33300, PDI = 1.1

1-Adamantanamine
768-94-5

1-Adamantanamine

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

poly(ethylene glycol) 3500, bis[N-(1-adamantyl)aminocarbonyl]-terminated, inclusion complex with α-cyclodextrin, Mw = 118000, PDI = 1.2

poly(ethylene glycol) 3500, bis[N-(1-adamantyl)aminocarbonyl]-terminated, inclusion complex with α-cyclodextrin, Mw = 118000, PDI = 1.2

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 4℃;98%
butanoic acid anhydride
106-31-0

butanoic acid anhydride

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

per-O-butyryl-α-cyclodextrin
1258780-44-7

per-O-butyryl-α-cyclodextrin

Conditions
ConditionsYield
With iodine at 80℃; for 24h; neat (no solvent);98%
With pyridine at 80℃; for 12h;98%
acetic anhydride
108-24-7

acetic anhydride

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

C72H96O48

C72H96O48

Conditions
ConditionsYield
With methanesulfonic acid In neat (no solvent) at 30 - 35℃; for 0.166667h; Green chemistry;98%
2-Methylpropionic anhydride
97-72-3

2-Methylpropionic anhydride

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

C108H168O48

C108H168O48

Conditions
ConditionsYield
With pyridine at 80℃; for 12h;98%
Octanethiol
111-88-6

Octanethiol

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

C8H18S*C36H60O30
1122422-37-0

C8H18S*C36H60O30

Conditions
ConditionsYield
for 24h;97.2%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

Hexakis(2,6-di-O-tert-butyldimethylsilyl)-α-cyclodextrin
90289-32-0

Hexakis(2,6-di-O-tert-butyldimethylsilyl)-α-cyclodextrin

Conditions
ConditionsYield
In pyridine; N,N-dimethyl-formamide at 100℃; for 18h;97%
With pyridine; dmap In N,N-dimethyl-formamide at 100℃; for 18h;86%
With pyridine; dmap In N,N-dimethyl-formamide at 100℃; for 18h; Inert atmosphere;75%
poly(ethylene glycol)-carboxylic acid, carboxyl content 6.88E-5 mol/g, Mw = 33300, PDI = 1.1

poly(ethylene glycol)-carboxylic acid, carboxyl content 6.88E-5 mol/g, Mw = 33300, PDI = 1.1

1-Adamantanamine
768-94-5

1-Adamantanamine

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

poly(ethylene glycol) 3500, bis[N-(1-adamantyl)aminocarbonyl]-terminated, inclusion complex with α-cyclodextrin, prepared with 1-adamantylamine and 2,4,6-trimethylpyridine

poly(ethylene glycol) 3500, bis[N-(1-adamantyl)aminocarbonyl]-terminated, inclusion complex with α-cyclodextrin, prepared with 1-adamantylamine and 2,4,6-trimethylpyridine

Conditions
ConditionsYield
With 2,4,6-trimethyl-pyridine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In N,N-dimethyl-formamide at 4℃;97%
alpha cyclodextrin
10016-20-3

alpha cyclodextrin

O-acetylsalicyloyl chloride
5538-51-2

O-acetylsalicyloyl chloride

6-[O-(2-acetoxybenzoyl)]-α-cyclodextrin
1332459-75-2

6-[O-(2-acetoxybenzoyl)]-α-cyclodextrin

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide; benzene at 0 - 20℃; regioselective reaction;97%
alpha cyclodextrin
10016-20-3

alpha cyclodextrin

hexakis-(6-bromo-6-deoxy)-α-cyclodextrin
53784-82-0

hexakis-(6-bromo-6-deoxy)-α-cyclodextrin

Conditions
ConditionsYield
With tetrabutylammomium bromide; (chloro-phenylthio-methylene)dimethylammonium chloride In N,N-dimethyl-formamide at 20℃; regioselective reaction;96%
With tetraethylammonium bromide; 4-pyrrolidin-1-ylpyridine; ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate In N,N-dimethyl-formamide at 20℃; regioselective reaction;95%
With bromine; triphenylphosphine In N,N-dimethyl-formamide at 75 - 80℃; for 18h;86%
poly(ethylene glycol)-carboxylic acid, carboxyl content 6.88E-5 mol/g, Mw = 33300, PDI = 1.1

poly(ethylene glycol)-carboxylic acid, carboxyl content 6.88E-5 mol/g, Mw = 33300, PDI = 1.1

amantadine hydrochloride
665-66-7

amantadine hydrochloride

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

poly(ethylene glycol) 3500, bis[N-(1-adamantyl)aminocarbonyl]-terminated, inclusion complex with α-cyclodextrin, prepared with 1-adamantylamine and 4-(dimethylamino)pyridine

poly(ethylene glycol) 3500, bis[N-(1-adamantyl)aminocarbonyl]-terminated, inclusion complex with α-cyclodextrin, prepared with 1-adamantylamine and 4-(dimethylamino)pyridine

Conditions
ConditionsYield
With dmap; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In N,N-dimethyl-formamide at 4℃;96%
poly(ethylene glycol)-carboxylic acid, carboxyl content 6.88E-5 mol/g, Mw = 33300, PDI = 1.1

poly(ethylene glycol)-carboxylic acid, carboxyl content 6.88E-5 mol/g, Mw = 33300, PDI = 1.1

amantadine hydrochloride
665-66-7

amantadine hydrochloride

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

poly(ethylene glycol) 3500, bis[N-(1-adamantyl)aminocarbonyl]-terminated, inclusion complex with α-cyclodextrin, prepared with 1-adamantylamine and proton sponge

poly(ethylene glycol) 3500, bis[N-(1-adamantyl)aminocarbonyl]-terminated, inclusion complex with α-cyclodextrin, prepared with 1-adamantylamine and proton sponge

Conditions
ConditionsYield
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In N,N-dimethyl-formamide at 4℃;95%
1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

hexakis(2,6-di-O-trimethylsilyl)cyclomaltohexaose

hexakis(2,6-di-O-trimethylsilyl)cyclomaltohexaose

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20℃; for 0.166667h; Inert atmosphere; regioselective reaction;95%
1,3-bisiodobicyclo[1.1.1]pentane
105542-98-1

1,3-bisiodobicyclo[1.1.1]pentane

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

2C36H60O30*C5H6I2

2C36H60O30*C5H6I2

Conditions
ConditionsYield
In water at 20℃; for 3h;95%
1,3 dibromobicyclo[1.1.1]pentane
82783-71-9

1,3 dibromobicyclo[1.1.1]pentane

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

2C36H60O30*C5H6Br2

2C36H60O30*C5H6Br2

Conditions
ConditionsYield
In water at 20℃; for 3h;95%
(1-allyloxy-3-propoxybenzene)
122710-25-2

(1-allyloxy-3-propoxybenzene)

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

A

2-allyl-5-propoxy phenol
122710-44-5

2-allyl-5-propoxy phenol

B

2-allyl-3-propoxy phenol
122710-43-4

2-allyl-3-propoxy phenol

Conditions
ConditionsYield
In solid Irradiation;A 94%
B 5 % Chromat.
1-adamantyl azide
34197-88-1

1-adamantyl azide

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

C10H15N3*2.17C36H60O30

C10H15N3*2.17C36H60O30

Conditions
ConditionsYield
In diethyl ether for 8h; Inert atmosphere; Sonication; Darkness;93%
N-Trimethylsilylacetamide
13435-12-6

N-Trimethylsilylacetamide

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

hexakis(2,6-di-O-trimethylsilyl)cyclomaltohexaose

hexakis(2,6-di-O-trimethylsilyl)cyclomaltohexaose

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 50℃; for 48h;92%
benzoyl chloride
98-88-4

benzoyl chloride

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

α-cyclodextrin 6-O-monobenzoate

α-cyclodextrin 6-O-monobenzoate

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 0 - 20℃; regioselective reaction;92%
With pyridine at -7 - 20℃; for 5.7h; Acylation;14%
2-formylbenzene boronic acid
40138-16-7

2-formylbenzene boronic acid

O,O'-diaminododecanediol

O,O'-diaminododecanediol

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

C98H152B2N2O64(2-)*2H(1+)

C98H152B2N2O64(2-)*2H(1+)

Conditions
ConditionsYield
Stage #1: O,O'-diaminododecanediol; alpha cyclodextrin In water at 20℃; for 0.25h;
Stage #2: 2-formylbenzene boronic acid In water at 20℃; for 1h;
92%
polyethylenimine, linear, ; Mw = 3200

polyethylenimine, linear, ; Mw = 3200

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

polypseudorotaxane based on linear polyethylenimine (Mw = 3200) with α-cyclodextrin (threading ratio (repeating unit of polyethylenimine/cyclodextrin) = 2.1); monomer(s): 2-methyl-2-oxazoline, α-cyclodextrin

polypseudorotaxane based on linear polyethylenimine (Mw = 3200) with α-cyclodextrin (threading ratio (repeating unit of polyethylenimine/cyclodextrin) = 2.1); monomer(s): 2-methyl-2-oxazoline, α-cyclodextrin

Conditions
ConditionsYield
In phosphate buffer at 60℃; pH=11.0;91.2%
alpha cyclodextrin
10016-20-3

alpha cyclodextrin

hexakis(6-chloro-6-deoxy)-α-cyclodextrin
173094-59-2

hexakis(6-chloro-6-deoxy)-α-cyclodextrin

Conditions
ConditionsYield
With tetraethylammonium chloride; 4-pyrrolidin-1-ylpyridine; ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate In N,N-dimethyl-formamide at 20℃; regioselective reaction;91%
With methanesulfonyl chloride In N,N-dimethyl-formamide at 65℃; for 48h;90%
With methanesulfonyl chloride In N,N-dimethyl-formamide at 65℃; for 48h;80%
1-iodo-3-methylbicyclo<1.1.1>pentane
136399-10-5

1-iodo-3-methylbicyclo<1.1.1>pentane

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

2C36H60O30*C6H9I

2C36H60O30*C6H9I

Conditions
ConditionsYield
In water at 20℃; for 3h;91%
alpha cyclodextrin
10016-20-3

alpha cyclodextrin

neopentyl glycol di(3-azido-2-hydroxylpropan-1-ol)
17557-23-2

neopentyl glycol di(3-azido-2-hydroxylpropan-1-ol)

2C36H60O30*C11H20O4

2C36H60O30*C11H20O4

Conditions
ConditionsYield
In water at 20℃; for 10h; inclusion;90%

Cyclohexapentylose History

CYCLODEXTRINS, as they are known today, were called "cellulosine" when first described by A. Villiers in 1891. Soon after, F. Schardinger identified the three naturally occurring cyclodextrins -α, -β, and -γ. These compounds were therefore referred to as "Schardinger sugars". For 25 years, between 1911 and 1935, Pringsheim in Germany was the leading researcher in this area, demonstrating that cyclodextrins formed stable aqueous complexes with many other chemicals. By the mid 1970's, each of the natural cyclodextrins had been structurally and chemically characterized and many more complexes had been studied. Since the 1970s, extensive work has been conducted by Szejtli and others exploring encapsulation by cyclodextrins and their derivatives for industrial and pharmacologic applications. Among the processes used for complexation, the kneading process seems to be one of the best.

Cyclohexapentylose Specification

The Cyclodextrin is an organic compound with the formula C36H60O30. The systematic name of this chemical is (1S, 3R, 5R, 6S, 8R, 10R, 11S, 13R, 15R, 16S, 18R, 20R, 21S, 23R, 25R, 26S, 28R, 30R, 31R, 32R, 33R, 34R, 35R, 36R, 37R, 38R, 39R, 40R, 41R, 42R)-5,10,15,20,25,30-hexakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxahe ptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontane-31,32,33,34,35,36,37,38,39,40,41,42-dodecol (non-preferred name). With the CAS registry number 10016-20-3, it is also named as a-Schardinger Dextrin. The product's categories are Industrial/Fine Chemicals; Biochemistry; Cyclodextrins; Functional Materials; Macrocycles for Host-Guest Chemistry; Oligosaccharides; Sugars; Dextrins, Sugar & Carbohydrates. Besides, it is a white crystalline powder, which should be stored in a closed and dry palce.

In the food industry cyclodextrins are employed for the preparation of cholesterol free products. Other food applications further include the ability to stabilize volatile or unstable compounds and the reduction of unwanted tastes and odour. Reportedly cyclodextrins are used in alcohol powder, a powder for mixing alcoholic drinks.

Physical properties about Cyclodextrin are: (1)# of Rule of 5 Violations: 3; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 30; (7)#H bond donors: 18; (8)#Freely Rotating Bonds: 24; (9)Polar Surface Area: 474.9 Å2; (10)Index of Refraction: 1.591; (11)Molar Refractivity: 202.387 cm3; (12)Molar Volume: 598.936 cm3; (13)Polarizability: 80.232×10-24cm3; (14)Surface Tension: 73.864 dyne/cm; (15)Density: 1.624 g/cm3; (16)Flash Point: 807.051 °C; (17)Enthalpy of Vaporization: 241.394 kJ/mol; (18)Boiling Point: 1410.846 °C at 760 mmHg.

Uses of Cyclodextrin: it can be used to produce hexakis(6-deoxy-6-iodo)cyclomaltohexaose at temperature of 80 °C. It will need reagent iod, triphenylphosφne and solvent dimethylformamide with reaction time of 15 hours. The yield is about 80%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: C([C@@H]1[C@@H]2[C@@H]([C@H]([C@H](O1)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3O)O)O[C@@H]4[C@H](O[C@@H]([C@@H]([C@H]4O)O)O[C@@H]5[C@H](O[C@@H]([C@@H]([C@H]5O)O)O[C@@H]6[C@H](O[C@@H]([C@@H]([C@H]6O)O)O[C@@H]7[C@H](O[C@H](O2)[C@@H]([C@H]7O)O)CO)CO)CO)CO)CO)O)O)O
(2)InChI: InChI=1/C36H60O30/c37-1-7-25-13(43)19(49)31(55-7)62-26-8(2-38)57-33(21(51)15(26)45)64-28-10(4-40)59-35(23(53)17(28)47)66-30-12(6-42)60-36(24(54)18(30)48)65-29-11(5-41)58-34(22(52)16(29)46)63-27-9(3-39)56-32(61-25)20(50)14(27)44/h7-54H,1-6H2/t7-,8-,9-,10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-/m1/s1
(3)InChIKey: HFHDHCJBZVLPGP-RWMJIURBBY
(4)Std. InChI: InChI=1S/C36H60O30/c37-1-7-25-13(43)19(49)31(55-7)62-26-8(2-38)57-33(21(51)15(26)45)64-28-10(4-40)59-35(23(53)17(28)47)66-30-12(6-42)60-36(24(54)18(30)48)65-29-11(5-41)58-34(22(52)16(29)46)63-27-9(3-39)56-32(61-25)20(50)14(27)44/h7-54H,1-6H2/t7-,8-,9-,10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-/m1/s1
(5)Std. InChIKey: HFHDHCJBZVLPGP-RWMJIURBSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intraperitoneal 1gm/kg (1000mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 26, Pg. 287, 1983.
rat LD50 intravenous 788mg/kg (788mg/kg)   American Journal of Pathology. Vol. 83, Pg. 367, 1976.

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