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

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(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
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(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
InChI
InChI=1/C4H9NO.ClH/c6-4-1-2-5-3-4;/h4-6H,1-3H2;1H/t4-;/s3
InChIKey
QPMSJEFZULFYTB-PGMHMLKASA-N
SMILES
[C@H]1(O)CNCC1.Cl |&1:0,r|
CAS DataBase Reference
104706-47-0(CAS DataBase Reference)
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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

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(R)-(-)-3-Pyrrolidinol hydrochloride Usage And Synthesis

Chemical Properties

Llight brown crystalline

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.

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.

Purification Methods

The (±)-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.]

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