160033-52-3

Usage

Uses

Used in Pharmaceutical Industry:
(2S,5R)-N-Boc-5-methylpyrrolidine-2-carboxylic acid is utilized as a synthetic intermediate for the development of pharmaceutical compounds. Its protected amino group and specific stereochemistry enable the synthesis of complex molecules with controlled spatial arrangements, which is crucial for the activity and selectivity of many drugs.
Used in Peptide Synthesis:
In the field of peptide chemistry, (2S,5R)-N-Boc-5-methylpyrrolidine-2-carboxylic acid serves as a building block for the construction of peptides. The Boc protection allows for the stepwise assembly of peptide chains without premature side reactions, ensuring the formation of the desired peptide sequence with high fidelity.
Used in Organic Synthesis:
(2S,5R)-N-Boc-5-methylpyrrolidine-2-carboxylic acid is employed as a versatile intermediate in the synthesis of a wide range of organic molecules. Its chemical structure allows it to participate in various reactions, such as coupling, cyclization, and functional group transformations, contributing to the synthesis of complex organic compounds with potential applications in materials science, agrochemistry, and other fields.

InChI:InChI=1/C11H19NO4/c1-7-5-6-8(9(13)14)12(7)10(15)16-11(2,3)4/h7-8H,5-6H2,1-4H3,(H,13,14)/t7-,8+/m1/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 98-79-3 L-Pyroglutamic acid 
• 4931-66-2 methyl (S)-pyroglutamate 
• 108963-96-8 (S)-1-tert-butoxycarbonyl-5-methoxycarbonyl-pyrrolidin-2-one 
• 147-85-3 L-proline 
• 195964-54-6 1-tert-butyl 2-methyl (2S)-5-methoxypyrrolidine-1,2-dicarboxylate 
• 59936-29-7 (S)-N-(tert-butoxycarbonyl)proline methyl ester 
• 185385-13-1 1-carbomethoxy-5-methoxy-L-proline methyl ester 
• 160081-37-8 (2S,5R)-1-tert-butyl 2-methyl 5-methylpyrrolidine-1,2-dicarboxylate 
• 83541-81-5 (S)-dimethyl pyrrolidine-1,2-dicarboxylate 

Relevant academic research and scientific papers

Discovery of a Potent (4 R,5 S)-4-Fluoro-5-methylproline Sulfonamide Transient Receptor Potential Ankyrin 1 Antagonist and Its Methylene Phosphate Prodrug Guided by Molecular Modeling

Transient receptor potential ankyrin 1 (TRPA1) is a non-selective cation channel expressed in sensory neurons where it functions as an irritant sensor for a plethora of electrophilic compounds and is implicated in pain, itch, and respiratory disease. To s

SUBSTITUTED HETEROCYCLIC SULFONAMIDE COMPOUNDS USEFUL AS TRPA1 MODULATORS

The invention is concerned with the compounds of formula I or II: and salts thereof. In addition, the present invention relates to methods of manufacturing and methods of using the compounds of formula I or II as well as pharmaceutical compositions containing such compounds. The compounds may be useful in treating diseases and conditions mediated by TRPA1, such as pain.

HEPATITIS C VIRUS INHIBITORS

This disclosure concerns novel compounds of Formula (I) as defined in the specification and compositions comprising such novel compounds. These compounds are useful antiviral agents, especially in inhibiting the function of the NS5A protein encoded by Hepatitis C virus (HCV). Thus, the disclosure also concerns a method of treating HCV related diseases or conditions by use of these novel compounds or a composition comprising such novel compounds

VLA-4 inhibitor compounds

Compounds that selectively inhibit the binding of ligands to alpha4beta1 integrin (VLA-4) and methods for their preparation are disclosed. In one embodiment, compounds of the invention are represented by Formula I: As selective inhibitors of VLA-4 mediated cell adhesion, compounds of the present invention are useful in the treatment of conditions associated with such adhesion, including, but not limited to, such conditions as inflammatory and autoimmune responses, diabetes, asthma, psoriasis, inflammatory bowel disease, transplantation rejection, and tumor metastasis. Also disclosed are pharmaceutical compositions, methods of inhibiting VLA-4 mediated cell adhesion and methods of treating conditions associated with LA-4 mediated cell adhesion, which involve compounds of Formula I.

SYNTHESIS OF TRANS-5-METHYLPROLINE AND ITS INFLUENCE ON CIS-TRANS ISOMERISM IN &β-CASOMORPHIN-5

Starting from L-proline, trans-5-methylproline has been prepared using electrochemical oxidation followed by methylcopper substitution.After incorporation of this amino acid into β-casomorphin-5 at the two and four position, an NMR study revealed only limited influence on the cis/trans ratio of the peptide bond.The opioid receptor affinities did not allow to confirm the requirement for a cis Tyr-Pro peptide bond for biological activity.