(R)-3-Hydroxypyrrolidin-2-one

Name: (R)-3-Hydroxypyrrolidin-2-one
Brand: ChemScene
Availability: InStock
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CAS No. 77510-50-0
Cat. No. CS-W018663
Purity≥96%
MDL No.MFCD12911759

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(R)-3-Hydroxypyrrolidin-2-one|CS-W018663

Structure of 77510-50-0

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General Information

CAS No. 77510-50-0
Cat. No. CS-W018663
Purity ≥96%
MDL No. MFCD12911759
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₇NO₂
Molecular Weight 101.10
Synonym(s) 2-pyrrolidinone,3-hydroxy
SMILES O=C1NCC[C@H]1O

Description

(R)-3-Hydroxypyrrolidin-2-one is a stereochemically defined heterocyclic scaffold featuring a hydroxyl group at the C3 position and a lactam functionality. This configuration imparts enhanced solubility and metabolic stability, enabling direct integration into bioactive molecules. The compound serves as a key chiral building block in medicinal chemistry, particularly for peptidomimetics and CNS-targeted therapeutics.

Application

(R)-3-Hydroxypyrrolidin-2-one serves as a versatile chiral building block in medicinal chemistry, enabling efficient access to pyrrolidine-based pharmacophores. Its well-defined stereochemistry and stable lactam framework facilitate selective functionalization at the C3 hydroxyl group, supporting downstream transformations such as etherification, esterification, and glycosylation. The compound exhibits excellent bench stability and compatibility with standard purification methods, making it ideal for use in multi-step synthesis of bioactive molecules and API intermediates.

Synthesis

Route1
- In-stock
  
  34368-52-0
- ~%
- In-stock
  
  77510-50-0
References
- WO2011/13141 A2, ; Page/Page column 50 ; WO 2011/013141 A2
Route2
- 31771-40-1
- ~34%
- In-stock
  
  77510-50-0
References
- Ringdahl; Craig 1980 , vol. 34, # 10 B p. 731 - 733

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 49.33
LogP -1.1328
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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(R)-3-Hydroxypyrrolidin-2-one

CAS No. 77510-50-0

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