CAS RN: 524-95-8 | Product Number: D0281
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|Purity / Analysis Method||>98.0%(T)(HPLC)|
|Molecular Formula / Molecular Weight||C__1__4H__1__6BNO = 225.10|
|Physical State (20 deg.C)||Solid|
|Store Under Inert Gas||Store under inert gas|
|Condition to Avoid||Light Sensitive,Moisture Sensitive|
|Reaxys Registry Number||2942273|
|PubChem Substance ID||87566979|
|SDBS (AIST Spectral DB)||7335|
|Appearance||White to Almost white powder to crystal|
|Purity(HPLC)||min. 98.0 area%|
|Purity(Nonaqueous Titration)||min. 98.0 %|
|Melting point||189.0 to 194.0 °C|
|Solubility in Methanol||almost transparency|
|Melting Point||190 °C|
|Solubility (soluble in)||Methanol|
|Hazard Statements||H302 : Harmful if swallowed.
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
|Precautionary Statements||P501 : Dispose of contents/ container to an approved waste disposal plant.
P270 : Do not eat, drink or smoke when using this product.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.
To a solution of methyl α-L-fucopyranoside (392 mg, 2.2 mmol, 1.1 equiv), silver(I) oxide (463 mg, 2.0 mmol, 1.0 equiv) and 2-aminoethyl diphenylborinate (45 mg, 0.2 mmol, 10 mol%) in acetonitrile (23 mL) was added 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (822 mg, 2.0 mmol, 1 equiv) at r.t. and the mixture was stirred for 4 hours. The reaction mixture was filtered through celite pad and washed with dichloromethane (30 mL). The solvent was removed under reduced pressure and the residue was purified by column chromatography (ethyl acetate:hexane = 0:1 - 3:1 on silica gel), to give 1 as a white amorphous (914 mg, 90%).
The reaction mixture was monitored by TLC (ethyl acetate, Rf = 0.51).
The color of the reaction mixture turned from black to gray as the reaction proceeds.
Analytical Data（Compound 1）
1H NMR (400 MHz, CDCl3); δ 5.23 (t, J = 9.5 Hz, 1H), 5.07 (t, J = 9.5 Hz, 1H), 5.04 (dd, J = 9.5, 7.8 Hz, 1H), 4.83 (d, J = 3.8 Hz, 1H), 4.68 (d, J = 7.8 Hz, 1H), 4.25 (dd, J = 12.2, 2.7 Hz, 1H), 4.17 (dd, J = 12.2, 5.1 Hz, 1H), 3.99 (dd, J = 10.0, 3.8 Hz, 1H), 3.95 (brq, J = 6.8 Hz, 1H), 3.83 (dd, J = 10.0, 3.5 Hz, 1H), 3.76 (ddd, J = 10.0, 5.1, 2.7 Hz, 1H), 3.72 (m, 1H), 3.43 (s, 3H), 3.14 (d, J = 3.8 Hz, 1H), 2.27 (brs, 1H), 2.10 (s, 3H), 2.07 (s, 3H), 2.04 (s, 3H), 2.02 (s, 3H), 1.31 (d, J = 6.8 Hz, 3H).
- Regioselective Activation of Glycosyl Acceptors by a Diarylborinic Acid-Derived Catalyst
- Boronic Acid-Catalyzed Regioselective Koenigs–Knorr-Type Glycosylation
- 2APB, 2-Aminoethoxydiphenyl Borate, a Membrane-Penetrable Modulator of Ins(1,4,5)P3-Induced Ca2+ Release
- 2-Aminoethoxydiphenyl borate (2-APB) is a reliable blocker of store-operated Ca2+ entry but an inconsistent inhibitor of InsP3-induced Ca2+ release
- 2-Aminoethoxydiphenyl borate (2-APB) antagonises inositol 1,4,5-trisphosphate-induced calcium release, inhibits calcium pumps and has a use-dependent and slowly reversible action on store-operated calcium entry channels
Safety Data Sheet (SDS)
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C of A & Other Certificates
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