29390-67-8

Basic information

• Product Name: 6-Monodeoxy-6-monoamino-beta-cyclodextrine
• Synonyms: 6-Monodeoxy-6-monoamino-beta-cyclodextrine;Mono-6-Amino-6-deoxy-beta-Cyclodextrin;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
• CAS NO: 29390-67-8
• Molecular Formula: C₄₂H₇₁NO₃₄
• Molecular Weight: 1133.99944
• EINECS: 1312995-182-4
• Product Categories: Cyclodextrins
• Mol File: 29390-67-8.mol
• Article Data: 71

Chemical Properties

• Melting Point: 203 °C (decomp)
• Boiling Point: 1527.8±60.0 °C(Predicted)
• Appearance: White to off-white/Solid powder or crystals
• Density: 1.608±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Soluble in water, DMF, DMSO.Insoluble in acetone, methanol, chlo
• PKA: 12.57±0.70(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 6-Monodeoxy-6-monoamino-beta-cyclodextrine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Monodeoxy-6-monoamino-beta-cyclodextrine(29390-67-8)
• EPA Substance Registry System: 6-Monodeoxy-6-monoamino-beta-cyclodextrine(29390-67-8)

Safety Data

• Hazardous Substances Data: 29390-67-8(Hazardous Substances Data)

Usage

Chemical Properties

suitable for coupling to carboxyl- or aldehyde-containing ligands

Uses

Different sources of media describe the Uses of 29390-67-8 differently. You can refer to the following data:
1. suitable for coupling to carboxyl- or aldehyde-containing ligands
2. 6-Monoamino-β-cyclodextrin is synthesized as fluorescent sensor of moleclular recognition.

Synthetic route

mono(6-azido-6-deoxy)β-cyclodextrin (98169-85-8) → 6(I)-amino-6(I)-deoxycyclomaltoheptaose (29390-67-8)

Conditions	Yield
With triphenylphosphine In N,N-dimethyl-formamide for 1h; Ambient temperature;	99%
Stage #1: mono(6-azido-6-deoxy)β-cyclodextrin With triphenylphosphine In N,N-dimethyl-formamide for 2h; Stage #2: With water In N,N-dimethyl-formamide for 0.5h; Heating;	97%
Stage #1: mono(6-azido-6-deoxy)β-cyclodextrin With triphenylphosphine In N,N-dimethyl-formamide at 20℃; Stage #2: With ammonium hydroxide In N,N-dimethyl-formamide at 20℃; for 0.166667h;	95%

mono-6-deoxy-6-(p-tolylsulphonyl)-β-cyclodextrin (67217-55-4) → 6(I)-amino-6(I)-deoxycyclomaltoheptaose (29390-67-8)

Conditions	Yield
With ammonia In water at 20℃; for 168h;	90%
With ammonium hydroxide In water at 50℃; for 72h;	79%
With ammonium hydroxide In water at 85℃; for 0.5h; Microwave irradiation;	60%

6-monodeoxy-6-monoamino-β-cyclodextrin hydrochloride → 6(I)-amino-6(I)-deoxycyclomaltoheptaose (29390-67-8)

Conditions	Yield
With ammonium hydroxide In water at 20℃;	88%

mono-6-deoxy-6-(p-tolylsulphonyl)-β-cyclodextrin (67217-55-4) → 6(I)-amino-6(I)-deoxycyclomaltoheptaose (29390-67-8) + β‐cyclodextrin (7585-39-9)

Conditions	Yield
With ammonia In water at 60℃; for 5h; Product distribution / selectivity;	A 70% B 30%

mono(6-azido-6-deoxy)β-cyclodextrin (98169-85-8) → 6(I)-amino-6(I)-deoxycyclomaltoheptaose (29390-67-8) + β‐cyclodextrin (7585-39-9)

Conditions	Yield
With ammonium hydroxide; triphenylphosphine 1) DMF; Yield given. Multistep reaction. Yields of byproduct given;

6-deoxy-6-(N-hydroxylamino)-β-cyclodextrin (138435-33-3) → 6(I)-amino-6(I)-deoxycyclomaltoheptaose (29390-67-8)

Conditions	Yield
With hydrogen; palladium on activated charcoal In water under 1292.9 Torr; for 20h;

C62H97NO34 → all-trans-Retinal (116-31-4) + 6(I)-amino-6(I)-deoxycyclomaltoheptaose (29390-67-8)

Conditions	Yield
With water In various solvent(s) at 25℃; pH=4.0; Kinetics; Further Variations:; Reagents;

C42H71NO34*C22H21O6PS2(2-)*2Na(1+) → 6(I)-amino-6(I)-deoxycyclomaltoheptaose (29390-67-8) + bis(3-sulfonatophenyl)(4-tert-butylphenyl)phosphane disodium salt

Conditions	Yield
In water-d2 at 25℃; Equilibrium constant;

β‐cyclodextrin (7585-39-9) → 6(I)-amino-6(I)-deoxycyclomaltoheptaose (29390-67-8)

Conditions	Yield
Stage #1: β‐cyclodextrin With p-toluenesulfonyl chloride In pyridine Stage #2: With sodium azide In N,N-dimethyl-formamide Stage #3: With palladium on activated charcoal; hydrazine hydrate

1,1,2,2-tetrachloroethane (79-34-5) → 6(I)-amino-6(I)-deoxycyclomaltoheptaose (29390-67-8)

Conditions	Yield
With sodium azide; triphenylphosphine In [(2)H6]acetone; water

C60H84NO34P → 6(I)-amino-6(I)-deoxycyclomaltoheptaose (29390-67-8)

Conditions	Yield
With ammonium hydroxide

6(I)-amino-6(I)-deoxycyclomaltoheptaose (29390-67-8) + N-acetyl-DL-tryptophan (1218-34-4, 87-32-1) → mono-6-(N-acetyltryptophanyl)amino-6-deoxy-β-cyclodextrin

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide for 48h; Ambient temperature;	91%

6(I)-amino-6(I)-deoxycyclomaltoheptaose (29390-67-8) + bromoacetic acid (79-08-3) → mono-6-deoxy-6-bromoacetylamino-β-cyclodextrin (682357-43-3)

Conditions	Yield
Stage #1: bromoacetic acid With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 3h; Stage #2: 6(I)-amino-6(I)-deoxycyclomaltoheptaose In N,N-dimethyl-formamide for 2h; Further stages.;	91%

N-Fmoc L-Phe (35661-40-6) + 6(I)-amino-6(I)-deoxycyclomaltoheptaose (29390-67-8) → 6--6-deoxycyclomaltoheptaose

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 0℃; for 15h;	90%

succinic acid anhydride (108-30-5) + 6(I)-amino-6(I)-deoxycyclomaltoheptaose (29390-67-8) → mono-6'-deoxy-6'-amidosuccinyl-β-cyclomaltoheptaose (136790-52-8)

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 12h;	90%
Stage #1: succinic acid anhydride; 6(I)-amino-6(I)-deoxycyclomaltoheptaose With triethylamine In N,N-dimethyl-formamide at 50℃; for 12h; Stage #2: With water In N,N-dimethyl-formamide at 20℃; for 1h; Stage #3: With sodium methylate In methanol at 20℃; for 1h;	71.2%
In N,N-dimethyl-formamide at 20℃; for 18h;	55%

6(I)-amino-6(I)-deoxycyclomaltoheptaose (29390-67-8) + 1H-pyrazole-1-carboximidamide hydrochloride (4023-02-3) → N-(6-deoxy-6-β-cyclodextrinyl)guanidinium chloride

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 24h;	89%
With N-ethyl-N,N-diisopropylamine In water at 20℃; for 24h;	87%
With N-ethyl-N,N-diisopropylamine In water at 20℃; for 48h;	85%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 72h;

Upstream product

• 29390-66-7 Mono-6-Iodo-6-deoxy-beta-Cyclodextrin 
• 2939-06-2 2-Methyl-isothiazolium iodide 
• 2939-05-1 1H-IMidazole,2-(broMoMethyl)-,hydrobroMide(1:1) 
• 29390-16-7 Benzoic acid, 4-[[(dimethylamino)methylene]amino]-, methyl ester (9CI) 
• 29389-98-8 N-[4-fluoro-3-(trifluoromethyl)phenyl]-2-methyl-1,1,3-trioxo-4H-1$l^{6},2-benzothiazine-4-carboxamide 
• 2938-98-9 2-methylbutane-1,4-diol 
• 29389-51-3 2-[(ethoxycarbonyl)methylamino]-4-(ethylthio)-5-methoxybenzenediazonium hydrogen sulphate 
• 29389-49-9 (1R,5S)-9-methyl-9-azabicyclo[3.3.1]non-3-yl (2-chloro-6-methylphenyl)carbamate hydrochloride (1:1) 
• 29389-44-4 2-(2,4-dinitrophenyl)-1,1-diphenylhydrazine 
• 29389-34-2 2-Benzothiazoleglyoxylicacid,alpha-oxime,(E)-(8CI) 
• 2938-93-4 dibutyl(butylsulfanyl)borane 
• 29389-17-1 4-hydroxy-2-decenal 
• 29388-97-4 N-([4-CYANO-5-(METHYLSULFANYL)-3-OXO-2(3H)-ISOTHIAZOLYL]CARBONYL)-4-METHYLBENZENESULFONAMIDE 
• 29388-82-7 2-{(E)-[2-(5-nitropyridin-2-yl)hydrazinylidene]methyl}benzenesulfonic acid 

Downstream Products

• 2939-07-3 2,4-dimethylisothiazol-2-ium 
• 29391-14-8 3-nitrobenzenesulfonic acid - benzyl carbamimidothioate (1:1) 
• 2939-13-1 3-methyl-5-phenylpentanoic acid 
• 29391-40-0 [1R-(1alpha,2beta,4beta,5beta,6alpha)]-5,7,7-trimethyl-oxatricyclo[4.1.1.02,4]octane 
• 29391-56-8 (1R,7aβ)-1α-Carboxylatohexahydro-4-(3-methyl-2-butenyl)-1H-pyrrolizin-4-ium 
• 29391-80-8 [R-(R*,R*)]-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl morpholine-4-acetate 
• 29393-20-2 [(2S)-2-aminopropanoyl] (2S)-2-amino-3-[(1R,6R)-5-oxo-7-oxabicyclo[4.1 .0]hept-2-yl]propanoate 
• 29393-32-6 5-ACETYLTETRAHYDROFURAN-2-ONE 
• 29393-73-5 6-methyl[1,2,5]oxadiazolo[3,4-b]pyridine 1-oxide 
• 29394-10-3 8aH-[1,3]thiazolo[3,2-a]pyridin-3-amine 
• 29394-58-9 (S)-(+)-1-Iodo-2-methylbutane 
• 29394-87-4 3-(Trimethylstannyl)-1-propanol 
• 29395-08-2 6-(4-METHOXYPHENYL)-6-OXOHEXANENITRILE 
• 2939-53-9 2-(3-azabicyclo[3.2.2]non-3-yldisulfanyl)-1,3-benzothiazole 

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