(R)-(-)-3-Pyrrolidinol hydrochloride

(R)-(-)-3-Pyrrolidinol hydrochloride Basic information
Product Name:(R)-(-)-3-Pyrrolidinol hydrochloride
Synonyms:(R)-(-)-3-PYRROLIDINOL HCL;(R)-3-Hydroxypyrrolidine hydrochloride, (R)-3-Pyrrolidinol hydrochloride;(3R)-Pyrrolidin-3-ol hydrochloride;(R)-()-3-Pyrrolidinol hydrochloride ,97%;(R)-3-Hydroxypyrroli;(3R)-3-Hydroxypyrrolidine hydrochloride;(R)-3-Pyrrolindinol hydrochloride;(R)-3-HYDROXYPYRROLIDINE HYDROCHLORIDE
CAS:104706-47-0
MF:C4H10ClNO
MW:123.58
EINECS:600-598-9
Product Categories:Chiral Building Blocks;Simple Alcohols (Chiral);chiral;Benzenes;Synthetic Organic Chemistry;Chiral chemicals;Alcohols and Derivatives;APIs Intermediate;pharmacetical;Pyrrole&Pyrrolidine&Pyrroline;11
Mol File:104706-47-0.mol
(R)-(-)-3-Pyrrolidinol hydrochloride Structure
(R)-(-)-3-Pyrrolidinol hydrochloride Chemical Properties
Melting point 104-107 °C(lit.)
alpha -7.6°(20/D, c=3,5, CH3OH)
refractive index -7.8 ° (C=3.5, MeOH)
storage temp. Inert atmosphere,Room Temperature
solubility Soluble in DMSO.
form Solid
color Pale Brown
optical activity[α]20/D 7.6°, c = 3.5 in methanol
BRN 4450078
InChIKeyQPMSJEFZULFYTB-PGMHMLKASA-N
CAS DataBase Reference104706-47-0(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-41-38-37
Safety Statements 26-36-38
WGK Germany 3
3-10
HS Code 29339900
MSDS Information
ProviderLanguage
SigmaAldrich English
(R)-(-)-3-Pyrrolidinol hydrochloride Usage And Synthesis
Chemical PropertiesLlight brown crystalline
Uses(R)-(-)-3-Pyrrolidinol hydrochloride is a chiral hydroxy derivative of pyrrlodine used in the preparation of chiral niologically active compounds such as muscarinic receptor antagonists and antimicrobial agents.
Uses(R)-3-Hydroxypyrrolidine hydrochloride is used as a darifenacin Intermediate.
Uses(R)-3-Pyrrolidinol hydrochloride can be used as a building block to synthesize:
  • Biaryl carboxamide functional groups containing bis-aminopyrrolidine ureas as potential antagonists of the melanin-concentrating hormone receptor-1.
  • Pyrrolidinol based ionic liquids.
  • Optically active 2-tritylpyrrolidine based organocatalysts.

Purification MethodsThe (±)-isomer is purified by repeated distillation ( b 102-104o/12mm, 108-110o/18mm), and the (±)-picrate crystallises from EtOH with m 140-141o. The R(+)-enantiomer has b 70o/0.6mm and [] D +5.6o (c 3.63, MeOH). Its hydrochloride has a negative rotation and its dimethiodide has m 230o and [] 24 -8.02o. [Suyama & Kanno Yakugaku Zasshi (J Pharm Soc Japan) 85 531 1965, Uno et al. J Heterocycl Chem 24 1025 1987, Flanagan & Joullie Heterocycles 26 2247 1987, Beilstein 21 III/IV 44.]
Polyvinylpyrrolidone cross-linked Povidone iodine N-Methyl-2-pyrrolidone H-HYP-OBZL HCL N-Vinyl-2-pyrrolidone Topotecan hydrochloride Polyvinylpyrrolidone 4-DIDEOXY-1,4-IMINO-D-MANNITOL HCL 1,4-DIDEOXY-1,4-IMINO-D-MANNITOL HYDROCHLORIDE METHYL-2-PYRROLIDONE (R)-(-)-3-Pyrrolidinol hydrochloride 3-Pyrrolidinol I-[N-METHYL-3H]SCOPOLAMINE METHYL CHLORIDE SCOPOLAMINE METHYL CHLORIDE, [N-METHYL-3H] PYRROLIDONE HYDROTRIBROMIDE H-HYP-BETANA HCL H-HYP(TBU)-OTBU HCL (-)-SCOPOLAMINE PERCHLORATE

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