Lot numbers can be found on the outside label of a product:
(S)-2-Methylpyrrolidine-2-carboxylic acid
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CAS No. 42856-71-3
- Cat. No. CS-M1365
- Purity≥97%
- MDL No.MFCD01318647
*For research and further manufacturing use only, not for direct human use.
Structure of 42856-71-3
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General Information
- CAS No. 42856-71-3
- Cat. No. CS-M1365
- Purity ≥97%
- MDL No. MFCD01318647
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₁₁NO₂
- Molecular Weight None
- Synonym(s) None
- SMILES OC([C@@]1(C)NCCC1)=O
Description
(S)-2-Methylpyrrolidine-2-carboxylic acid is a chiral, non-proteinogenic amino acid featuring a rigid pyrrolidine ring and a stereodefined methyl substituent. This configuration imparts enhanced conformational stability and favorable solubility in polar solvents. The carboxylic acid group enables direct coupling in peptide synthesis or derivatization for medicinal chemistry applications.
Application
(S)-2-Methylpyrrolidine-2-carboxylic acid serves as a valuable chiral building block in medicinal chemistry, offering a rigid, stereodefined pyrrolidine core with enhanced metabolic stability. Its carboxylic acid functionality enables direct amidation, esterification, and coupling reactions, while the adjacent quaternary stereocenter provides excellent stereochemical control in peptide-like scaffold construction. The compound exhibits good bench stability and facilitates efficient purification via standard chromatographic methods.
Synthesis
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Route1
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132235-43-9 - ~73%
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In-stock
42856-71-3
References
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Shatzmiller, Shimon; Dolithzky, Ben-Zion; Bahar, Eliezer Liebigs Annalen der Chemie, 1991 , # 4 p. 375 - 379
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Route2
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848488-83-5 - ~0%
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In-stock
42856-71-3
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In-stock
63399-77-9
References
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API Corporation; UEHARA, Hisatoshi; MIYAKE, Ryoma; BANDO, Keisuke; KAWABATA, Hiroshi; MAEDA, Tomoko Patent: EP2716629 A1, 2014 ; Location in patent: Paragraph 0208; 0209 ;
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Route3
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185385-18-6 - ~79%
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In-stock
42856-71-3
References
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Matsumura, Yoshihiro; Kinoshita, Toshio; Yanagihara, Yuka; Kanemoto, Noriko; Watanabe, Mitsuaki Tetrahedron Letters, 1996 , vol. 37, # 46 p. 8395 - 8398
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 49.33
- LogP 0.2131
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 1
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Other Classifications
- Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives
- Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Unnatural Amino Acid Derivatives
- Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Unnatural Amino Acid Derivatives
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Key Words
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