N-Benzyl-L-proline

Name: N-Benzyl-L-proline
Brand: ChemScene
Availability: InStock
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CAS No. 31795-93-4
Cat. No. CS-0011030
Purity≥96%
MDL No.MFCD00235894

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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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Structure of 31795-93-4

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General Information

CAS No. 31795-93-4
Cat. No. CS-0011030
Purity ≥96%
MDL No. MFCD00235894
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₅NO₂
Molecular Weight 205.25
Synonym(s) N-(benzyl)-l-proline
SMILES O=C(O)[C@H]1N(CC2=CC=CC=C2)CCC1

Description

N-Benzyl-L-proline features a benzyl-substituted nitrogen within a proline scaffold, delivering enhanced conformational rigidity and improved solubility in organic media. This configuration supports efficient asymmetric catalysis, particularly in enantioselective Mannich and Michael reactions, where the aromatic moiety stabilizes transition states through π–stacking interactions.

Synthesis

Route1
- 100-44-7
- 147-85-3
- ~92%
- In-stock
  
  31795-93-4
References
- Cardillo, Giuliana; Gentilucci, Luca; Tolomelli, Alessandra; Qasem, Ahmed R; Spampinato, Santi; Calienni, Maria Organic and biomolecular chemistry, 2003 , vol. 1, # 17 p. 3010 - 3014
Route2
- 100-52-7
- 147-85-3
- ~94%
- In-stock
  
  31795-93-4
References
- Tararov, Vitali I.; Kadyrov, Renat; Fischer, Christine; Boerner, Armin Synlett, 2004 , # 11 p. 1961 - 1962
Route3
- 83528-04-5
- ~83%
- In-stock
  
  31795-93-4
References
- Goldstein, Steven W.; Overmann, Larry E.; Rabinowitz, Michael H. Journal of Organic Chemistry, 1992 , vol. 57, # 4 p. 1179 - 1190

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 40.54
LogP 1.7356
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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N-Benzyl-L-proline

CAS No. 31795-93-4

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