(R)-N-(1-Benzylpyrrolidin-3-yl)acetamide

Name: (R)-N-(1-Benzylpyrrolidin-3-yl)acetamide
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 114636-33-8
Cat. No. CS-0513973
Molecule weight218.29
Purity≥97%
MDL No.None

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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)-N-(1-Benzylpyrrolidin-3-yl)acetamide|CS-0513973

Structure of 114636-33-8

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General Information

CAS No. 114636-33-8
Cat. No. CS-0513973
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₈N₂O
Molecular Weight 218.29
Synonym(s) (R)-(+)-1-Benzyl-3-acetylaminopyrrolidine
SMILES CC(N[C@H](CC1)CN1CC2=CC=CC=C2)=O

Description

(R)-N-(1-Benzylpyrrolidin-3-yl)acetamide features a chiral pyrrolidine core with a benzylated nitrogen and an acetyl group at the 3-position, delivering enhanced solubility and metabolic stability. This configuration enables efficient integration into asymmetric synthesis workflows, particularly in medicinal chemistry scaffolds requiring defined stereochemistry and favorable pharmacokinetic profiles.

Application

(R)-N-(1-Benzylpyrrolidin-3-yl)acetamide serves as a versatile chiral building block in medicinal chemistry, enabling the construction of bioactive heterocycles and peptide-like scaffolds. Its pyrrolidine core provides conformational rigidity and favorable solubility, while the acetamide group offers a handle for further derivatization. The benzylic linker enhances stability and facilitates purification. This compound functions effectively in standard coupling reactions and is compatible with diverse synthetic transformations relevant to API development.

Synthesis

Route1
- 108-24-7
- In-stock
  
  114715-39-8
- ~95%
- In-stock
  
  114636-33-8
References
- WO2009/76387 A1, ; Page/Page column 23 ; WO 2009/076387 A1
Route2
- In-stock
  
  101385-90-4
- ~%
- In-stock
  
  114636-33-8
References
- Journal of Medicinal Chemistry, , vol. 31, # 8 p. 1586 - 1590
Route3
- 114715-35-4
- ~%
- In-stock
  
  114636-33-8
References
- Journal of Medicinal Chemistry, , vol. 31, # 8 p. 1586 - 1590

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 32.34
LogP 1.397
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(R)-N-(1-Benzylpyrrolidin-3-yl)acetamide

CAS No. 114636-33-8

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