(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

InChIKey

QPMSJEFZULFYTB-PGMHMLKASA-N

CAS DataBase Reference

104706-47-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-41-38-37

Safety Statements 

26-36-38

WGK Germany 

3

F 

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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