CAS Number: 173142-47-7
Chemical Name: 2H-Pyrrole-2-carboxylic acid, 3,4-dihydro-5-methoxy-, methyl ester, (2S)-(9CI)
IUPAC Name: (2S)-Methyl 5-methoxy-3,4-dihydro-2H-pyrrole-2-carboxylate
Synonyms:
(2S)-5-Methoxy-3,4-dihydro-2H-pyrrole-2-carboxylic acid methyl ester;
(2S)-Methyl 5-methoxy-2-pyrroline-2-carboxylate
Molecular Formula: C₇H₁₁NO₃
Molecular Weight: ~157.17 g/mol
Appearance: White to off-white crystalline solid
Physical State: Solid
Melting Point: Typically reported in the range of 70–85 °C (may vary by purity)
Boiling Point: Not commonly reported; may decompose at elevated temperatures
Solubility:
Soluble in organic solvents such as methanol, ethanol, ethyl acetate, and DMSO; limited solubility in water
Stability:
Stable under recommended storage conditions; sensitive to strong oxidizing agents and prolonged exposure to moisture
Functional Groups:
Ester group (–COOCH₃)
Methoxy group (–OCH₃)
Secondary amine within heterocyclic ring
Five-membered pyrrole-derived heterocycle
Chemical Class:
Heterocyclic ester / Chiral pyrrole derivative
SMILES (representative):
COC1=C(CCN1)C(=O)OC
(Note: Structure representation may vary slightly based on stereochemistry notation.)
Chirality:
Contains a chiral center at the 2-position – (2S) configuration
173142-47-7 is widely used as a key intermediate in the synthesis of:
Active pharmaceutical ingredients (APIs)
Chiral drug molecules
Biologically active heterocyclic compounds
Its chiral (2S) configuration makes it valuable in enantioselective synthesis and medicinal chemistry research.
Serves as a building block in advanced organic synthesis
Used in the preparation of specialty heterocyclic compounds
Intermediate for agrochemical and specialty material research
The combination of ester and methoxy functionalities enhances its reactivity in substitution, cyclization, and coupling reactions.
Commonly used in:
Medicinal chemistry programs
Structure–Activity Relationship (SAR) studies
Development of novel heterocyclic scaffolds
Academic and industrial research laboratories
The presence of multiple functional groups allows versatile chemical transformations and structural modifications.
GHS Classification (typical for similar organic intermediates):
May cause skin irritation
May cause serious eye irritation
Harmful if swallowed
Common Hazard Statements:
H302: Harmful if swallowed
H315: Causes skin irritation
H319: Causes serious eye irritation
Precautionary Statements:
P261: Avoid breathing dust or vapors
P280: Wear protective gloves and eye protection
P305 + P351 + P338: IF IN EYES, rinse cautiously with water and remove contact lenses
Handle in a well-ventilated laboratory environment using appropriate personal protective equipment (PPE).
Typical Purity: 97–99% (Research and Industrial Grade)
Storage Conditions:
Store in a tightly sealed container
Keep in a cool, dry, well-ventilated area
Protect from moisture and direct sunlight
Avoid exposure to strong oxidizing agents
Commercial Use:
Available from specialty chemical manufacturers for research and industrial synthesis applications only.
Not intended for direct pharmaceutical, food, or diagnostic use without further regulatory compliance.
173142-47-7 (2H-Pyrrole-2-carboxylic acid, 3,4-dihydro-5-methoxy-, methyl ester, (2S)-(9CI)) is an important chiral heterocyclic ester widely utilized as a pharmaceutical and fine chemical intermediate. Its ester, methoxy, and nitrogen-containing ring structure provide high versatility for organic transformations. Due to its role in advanced synthesis and medicinal chemistry research, it is considered a valuable compound in both academic and industrial applications.
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