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Catalog Number:
03991
CAS Number:
74844-91-0
Boc-L-trans-4-hydroxyproline methyl ester
Purity:
≥ 99% (HPLC, Chiral purity)
Synonym(s):
Boc-L-Hyp-OMe, Boc-(2S,4R-4-hydroxypyrrolidine-2-carboxylic acid methyl ester
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Product Information

Boc-L-trans-4-hydroxyproline methyl ester is a versatile compound widely utilized in the fields of organic synthesis and pharmaceutical research. This derivative of hydroxyproline is particularly valued for its role as a building block in the synthesis of peptides and other bioactive molecules. Its unique structure, featuring a tert-butyl protecting group, enhances its stability and solubility, making it an ideal candidate for various applications in medicinal chemistry. Researchers often leverage this compound in the development of novel therapeutics, especially in the design of drugs targeting collagen-related disorders and other conditions where hydroxyproline plays a critical role.

In addition to its applications in drug development, Boc-L-trans-4-hydroxyproline methyl ester is also employed in the synthesis of chiral ligands and catalysts, contributing to advancements in asymmetric synthesis. Its ability to facilitate the formation of complex molecular architectures underscores its importance in both academic and industrial settings. With its favorable properties and diverse applications, this compound is an essential tool for chemists aiming to innovate in the synthesis of biologically relevant compounds.

Synonyms
Boc-L-Hyp-OMe, Boc-(2S,4R-4-hydroxypyrrolidine-2-carboxylic acid methyl ester
CAS Number
74844-91-0
Purity
≥ 99% (HPLC, Chiral purity)
Molecular Formula
C11H19NO5
Molecular Weight
245.28
MDL Number
MFCD00076981
PubChem ID
5148299
Melting Point
92-96 ?C
Appearance
White to off-white powder
Optical Rotation
[a]D = -63 to -67º (C=1 in CHCl3
Conditions
Store at 0-8 °C
General Information
Synonyms
Boc-L-Hyp-OMe, Boc-(2S,4R-4-hydroxypyrrolidine-2-carboxylic acid methyl ester
CAS Number
74844-91-0
Purity
≥ 99% (HPLC, Chiral purity)
Molecular Formula
C11H19NO5
Molecular Weight
245.28
MDL Number
MFCD00076981
PubChem ID
5148299
Melting Point
92-96 ?C
Appearance
White to off-white powder
Optical Rotation
[a]D = -63 to -67º (C=1 in CHCl3
Conditions
Store at 0-8 °C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

Boc-L-trans-4-hydroxyproline methyl ester is widely utilized in research focused on:

  • Peptide Synthesis: This compound serves as a key building block in the synthesis of peptides, particularly those that require specific stereochemistry for biological activity.
  • Drug Development: It is used in the pharmaceutical industry to develop new drugs, especially those targeting collagen-related diseases, due to its structural similarity to proline.
  • Biomaterials: The compound is incorporated into biomaterials for tissue engineering, enhancing the mechanical properties and biocompatibility of scaffolds.
  • Research on Protein Folding: It aids researchers in studying protein folding mechanisms, providing insights into how proteins achieve their functional conformations.
  • Cosmetic Formulations: The compound is also explored in cosmetic applications for its potential to improve skin elasticity and hydration through collagen synthesis stimulation.

Citations