4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane

Base Information

• Chemical Name: 4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane
• CAS No.: 23978-09-8
• Molecular Formula: C18H36N2O6
• Molecular Weight: 376.494
• Hs Code.: 2934 99 90
• European Community (EC) Number: 245-962-4
• NSC Number: 264495
• UNII: 18V22YHN6G
• DSSTox Substance ID: DTXSID00178697
• Nikkaji Number: J49.432A
• Wikipedia: 2.2.2-Cryptand
• Wikidata: Q4596986
• Mol file: 23978-09-8.mol

Synonyms:A-(222);cryptand 222;cryptating agent 222;Kryptofix 222

Chemical Property of 4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane

Chemical Property:

• Appearance/Colour: Colourless crystals
• Vapor Pressure: 1.22E-10mmHg at 25°C
• Melting Point: 68-71 °C(lit.)
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 513.1 °C at 760 mmHg
• PKA: 7.21±0.20(Predicted)
• Flash Point: 144.2 °C
• PSA: 61.86000
• Density: 1.11 g/cm³
• LogP: -0.40700
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• Water Solubility.: soluble
• XLogP3: -1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 0
• Exact Mass: 376.25733687
• Heavy Atom Count: 26
• Complexity: 247

Purity/Quality:

97% ^*data from raw suppliers

2,2,2-Crypt ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: C1COCCOCCN2CCOCCOCCN1CCOCCOCC2
• Uses: 2,2,2-Crypt is used in the synthesis of hybrid metal-organic salts. It is also an impurity in the preparation of Fludeoxyglucose (D232570), a D-Glucose (G595000) derivative used in the synthesis of sugar nucleotides and oligosaccharides.

Technology Process of 4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane

There total 48 articles about 4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

B2 H6 + 4,7,13,16,21,24-hexaoxa-1,10-diaza-bicyclo[8.8.8]hexacosane-2,9-dione (24951-52-8) → [2.2.2]cryptande (23978-09-8)

Guidance literature:

With hydrogenchloride; diborane; In tetrahydrofuran; water;

Reference yield: 95.0%

B2 H6 + bicyclo diamide + 4,7,13,16,21,24-hexaoxa-1,10-diaza-bicyclo[8.8.8]hexacosane-2,9-dione (24951-52-8) → [2.2.2]cryptande (23978-09-8)

Guidance literature:

With hydrogenchloride; diborane; In tetrahydrofuran; water;

Reference yield: 78.14%

C18H30N2O6 → [2.2.2]cryptande (23978-09-8)

Guidance literature:

With palladium on activated charcoal; hydrogen; In 1,2-dimethoxyethane; at 20 ℃; for 6h; under 1520.1 Torr; Solvent; Autoclave;

upstream raw materials:

C₂₀H₄₂N₂O₆⁽²⁺⁾*2I^(1-)

triethyleneglycol dimesylate

1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

kryptofix 221

Downstream raw materials:

ethyl (Z)-3-ethoxybut-2-enoate

ethyl (E)-3-ethoxy-2-butenoate

ethyl 2,2-diethyl-3-oxobutanoate

ethyl 2-ethyl-3-oxobutanoate

Refernces

Synthesis and evaluation of 5-fluoro-2-aryloxazolo[5,4- b ]pyridines as β-amyloid PET ligands and identification of MK-3328

10.1021/ml200018n

The research aimed to develop novel therapeutics and biomarkers for Alzheimer's disease (AD) by synthesizing and evaluating 5-fluoro-2-aryloxazolo[5,4-b]pyridines as potential 18F-containing β-amyloid PET ligands. The purpose was to identify compounds with high affinity for β-amyloid plaque, minimal nonspecific binding, and favorable kinetics for clinical assessment of β-amyloid plaque load. The study concluded that compound 17b, later named MK-3328, showed promising results with balanced amyloid binding potency and low nonspecific binding. In vivo studies with [18F]17b in rhesus monkeys demonstrated high brain uptake and rapid washout, suggesting its potential as an effective PET ligand for AD diagnosis. Key chemicals used in the synthesis process included 3-amino-2,6-difluoropyridine, various carboxylic acids, Ghosez’ reagent, K2CO3 or Cs2CO3, DMF, and K18F with Kryptofix 2.2.2 in DMSO for radiolabeling.