(1S,2S,5S)-2-(Hydroxymethyl)-5-vinylquinuclidine

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(1S,2S,5S)-2-(Hydroxymethyl)-5-vinylquinuclidine Basic information
Application
Product Name:(1S,2S,5S)-2-(Hydroxymethyl)-5-vinylquinuclidine
Synonyms:(1S,2S,5S)-5-VINYL-2-QUINUCLIDINEMETHANOL;(2S,4S,5R)-5-VINYLQUINUCLIDINE-2-METHANOL;(2S,4S,5R)-2-HYDROXYMETHYL-5-VINYLQUINUCLIDINE;QUINCORINE;(1S 2S 5R)-2-HYDROXYMETHYL-5-VINYL- &;(1S,2S,5R)-2-Hydroxymethyl-5-vinylquinuclidine;(1S,2S,5R)-5-Vinyl-2-quinuclidinemethanol;(1S,2S,5R)-5-Vinyl-2-quinuclidinemethanol,(sum of enantiomers,GC)
CAS:207129-35-9
MF:C10H17NO
MW:167.25
EINECS:
Product Categories:
Mol File:207129-35-9.mol
(1S,2S,5S)-2-(Hydroxymethyl)-5-vinylquinuclidine Structure
(1S,2S,5S)-2-(Hydroxymethyl)-5-vinylquinuclidine Chemical Properties
Melting point 25-27 °C(lit.)
Boiling point 270 °C(lit.)
density 1.051 g/mL at 20 °C(lit.)
refractive index 39 ° (C=1, MeOH)
storage temp. 2-8°C
pka14.70±0.10(Predicted)
form powder to lump to clear liquid
color White or Colorless to Yellow
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
HS Code 2933.99.9701
MSDS Information
(1S,2S,5S)-2-(Hydroxymethyl)-5-vinylquinuclidine Usage And Synthesis
ApplicationIn 1820, it was first isolated and purified from quina bark powder and proved to be an effective drug for treating malaria. In addition to its medicinal value, quinine is also an important chiral catalyst in the field of organic synthesis and is widely used in the field of asymmetric catalysis of small organic molecules.
SynthesisTBAF (1M solution of THF, 37 L, 0.037 mmol) was added to a solution of 21c (8 mg, 0.028 mmol) in THF (1 mL) at 0 C. The solution was allowed to warm to ambient temperature. concentrated after 12 h. (1S,2S,5S)-2-(hydroxymethyl)-5-vinylquinuclidine ring (21b, 5.1 mg, 78%) was obtained by preparative TLC (CH2Cl2 / MeOH 2:1) as an anhydrous oil.
(1S,2S,5S)-2-(Hydroxymethyl)-5-vinylquinuclidine Preparation Products And Raw materials
Tag:(1S,2S,5S)-2-(Hydroxymethyl)-5-vinylquinuclidine(207129-35-9) Related Product Information
Cinchonidine QUINIDINE GLUCONATE O-Desmethyl Quinine CINCHONIDINE SULFATE QUININE BISULFATE HEPTAHYDRATE QUININE FORMATE N-Benzylcinchonidinium chloride QUININE VALERATE Quinine Quinine hydrochloride dihydrate Quinine sulfate dihydrate Quinine hydrochloride Quinine bisulfate (1S,2S,5S)-2-(Hydroxymethyl)-5-vinylquinuclidine QUININE GLUCONATE QUININE GLYCEROPHOSPHATE QUININE ACETATE QUININE CITRATE