N-Acetyl-L-proline

Name: N-Acetyl-L-proline
Brand: ChemScene
Availability: InStock
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CAS No. 68-95-1
Cat. No. CS-W004114
Purity≥95%
MDL No.MFCD00020837

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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 68-95-1

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General Information

CAS No. 68-95-1
Cat. No. CS-W004114
Purity ≥95%
MDL No. MFCD00020837
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₁₁NO₃
Molecular Weight 157.17
Synonym(s) None
SMILES OC([C@H]1N(CCC1)C(C)=O)=O

Description

N-Acetyl-L-proline features a stabilized proline scaffold with enhanced solubility and reduced racemization risk. This acetylated derivative integrates seamlessly into peptide synthesis workflows, offering reliable incorporation in diverse sequences. Its bench-stable nature supports consistent performance under standard conditions.

Application

N-Acetyl-L-proline serves as a stable, bench-ready proline derivative widely used in peptide synthesis and catalytic asymmetric reactions. Its acetylated nitrogen enhances solubility and reduces side reactions, while the cyclic pyrrolidine backbone provides defined stereochemistry and conformational rigidity. Functions effectively as a building block in peptidomimetics and supports efficient coupling protocols with minimal racemization.

Synthesis

Route1
- 75-36-5
- 147-85-3
- ~82%
- In-stock
  
  68-95-1
References
- Thorat, Prashant B.; Goswami, Santosh V.; Khade, Bhimrao C.; Bhusare, Sudhakar R. Tetrahedron Asymmetry, 2012 , vol. 23, # 17 p. 1320 - 1325
Route2
- 108-24-7
- 147-85-3
- ~96%
- In-stock
  
  68-95-1
References
- Veera Reddy; Ravindranath Synthetic Communications, 1992 , vol. 22, # 2 p. 257 - 264
Route3
- 2311-25-3
- ~%
- In-stock
  
  68-95-1
References
- Tetrahedron Letters, , vol. 48, # 46 p. 8230 - 8233

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 57.61
LogP 0.0819
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Bioactive Molecules Natural Products

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Proline and derivatives

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids Biologically-modified Amino Acids

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N-Acetyl-L-proline

CAS No. 68-95-1

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