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Hydroquinidine

ALDRICH/359343 - 95%

Synonym: (9S)-10,11-Dihydro-6′-methoxycinchonan-9-ol; Dihydroquinidine

CAS Number: 1435-55-8
Empirical Formula (Hill Notation): C20H26N2O2
Molecular Weight: 326.43
EC Number: 215-862-5
MDL Number: MFCD00135599
Linear Formula: C20H26N2O2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-359343-5G 5 g
 $55.80
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assay 95%
InChI 1S/C20H26N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3/t13-,14-,19+,20-/m0/s1
InChI key LJOQGZACKSYWCH-LHHVKLHASA-N
mp 169-170 °C (lit.)
optical activity [α]25/D +226°, c = 2 in ethanol
SMILES string CC[C@H]1CN2CCC1CC2[C@@H](O)c3ccnc4ccc(OC)cc34
Application: Hydroquinidine can be used as a chiral catalyst to prepare:
• Enantioselective axially chiral phosphamides by N-allylic alkylation reaction between Morita-Baylis-Hillamn (MBH) carbonate and phosphamides.
• Enantioselective α-amino phosphonates by hydrophosphonylation of N-aryl ketimines.
• Enantioselective α-hydrazino esters by α-hydrazination of 3-oxoindolines using azodicarboxylate via aza-Michael reaction.
General description: Hydroquinidine, a cinchona alkaloid, is a structural analog of quinidine. It shows antiarrhythmic effect.
Packaging: 5 g in glass bottle
Symbol GHS07  GHS07
Signal word Warning
Hazard statements H302
Precautionary statements P264 - P270 - P301 + P312 - P501
Hazard Codes Xn
Risk Statements 20/21/22
Safety Statements 36/37
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity 95%
mp 169-170 °C (lit.)
UNSPSC 12352005

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