Methyl (2R,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride - CAS 114676-59-4

Methyl (2R,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride - CAS 114676-59-4 Catalog number: BADC-01935

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Methyl (2R,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride is a non-cleavable ADC linker and also an alkyl chain-based PROTAC linker.

Category
ADCs Linker
Product Name
Methyl (2R,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride
CAS
114676-59-4
Catalog Number
BADC-01935
Molecular Formula
C6H12ClNO3
Molecular Weight
181.62
Methyl (2R,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride

Ordering Information

Catalog Number Size Price Quantity
BADC-01935 -- $-- Inquiry
Description
Methyl (2R,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride is a non-cleavable ADC linker and also an alkyl chain-based PROTAC linker.
Synonyms
D-Proline, 4-hydroxy-, methyl ester hydrochloride; (2R,4R)-Methyl 4-hydroxypyrrolidine-2-carboxylate HCl; 4-(R)-Hydroxypyrrolidine-2-(R)-carboxylic acid methyl ester hydrochloride
IUPAC Name
methyl (2R,4R)-4-hydroxypyrrolidine-2-carboxylate;hydrochloride
Canonical SMILES
COC(=O)C1CC(CN1)O.Cl
InChI
InChI=1S/C6H11NO3.ClH/c1-10-6(9)5-2-4(8)3-7-5;/h4-5,7-8H,2-3H2,1H3;1H/t4-,5-;/m1./s1
InChIKey
KLGSHNXEUZOKHH-TYSVMGFPSA-N
Melting Point
121-123°C

Methyl (2R,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride, a chiral amino acid derivative, has various applications in chemical synthesis and pharmaceutical development. Here are some key applications of this compound:

Chiral Synthesis: This compound is often used as a chiral building block in organic synthesis, facilitating the creation of optically active compounds. Its specific stereochemistry is beneficial for producing molecules with precise three-dimensional arrangements, crucial for the efficacy of pharmaceuticals. By incorporating Methyl (2R4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride, chemists can develop enantiomerically pure drugs and fine chemicals.

Pharmaceutical Development: In drug discovery, this compound serves as an intermediate in the synthesis of various therapeutic agents, particularly those targeting neurotransmitter pathways. Its role in the synthesis of compounds acting on the central nervous system highlights its importance in developing treatments for neurological disorders. The compound’s structure provides a foundation for designing derivatives with enhanced pharmacological properties.

Catalysis: The compound can also be used in catalytic processes where it acts as a chiral ligand or auxiliary in asymmetric reactions. This is vital for generating high yields of enantiomerically enriched products, which is a significant advantage in manufacturing pharmaceuticals. Its effectiveness in asymmetric synthesis aids in the exploration of innovative catalytic methodologies.

Research on Mechanistic Pathways: Methyl (2R4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride is useful in studying mechanistic pathways in biochemical reactions involving pyrrolidine derivatives. By observing how this compound interacts in various reactions, researchers can elucidate aspects of enzymatic and non-enzymatic pathways. This understanding contributes to advancements in both theoretical and applied aspects of chemical research.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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