Lot numbers can be found on the outside label of a product:
(2S,4S)-1-(tert-Butoxycarbonyl)-4-methylpyrrolidine-2-carboxylic acid
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CAS No. 364750-81-2
- Cat. No. CS-0041860
- Purity≥96%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 364750-81-2
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General Information
- CAS No. 364750-81-2
- Cat. No. CS-0041860
- Purity ≥96%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₉NO₄
- Molecular Weight 229.27
- Synonym(s) N-BOC-cis-4-Methyl-L-Proline
- SMILES C[C@H]1C[C@H](N(C1)C(=O)OC(C)(C)C)C(O)=O
Description
This chiral pyrrolidine derivative features a tert-butoxycarbonyl-protected amine and a methyl group at the 4-position, enabling direct incorporation into peptide synthesis. The (2S,4S) stereochemistry ensures high diastereoselectivity in coupling reactions. Bench-stable and moisture-tolerant, it integrates seamlessly into complex molecule assembly under standard conditions.
Application
(2S,4S)-1-(tert-Butoxycarbonyl)-4-methylpyrrolidine-2-carboxylic acid serves as a stereochemically defined building block for the synthesis of peptidomimetics and bioactive heterocycles. The Boc-protected pyrrolidine scaffold exhibits excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. Its 4-methyl substituent enhances conformational rigidity, while the carboxylic acid group enables direct coupling reactions, making it ideal for solid-phase and solution-phase peptide synthesis workflows.
Synthesis
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Route1
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540501-56-2 - ~92%
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In-stock
364750-81-2
References
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Raines, Ronald T.; Shoulders, Matthew D.; Hodges, Jonathan A. Patent: US2007/275897 A1, 2007 ; Location in patent: Page/Page column 6; sheet 4 ;
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Route2
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1262320-71-7 - ~59%
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In-stock
364750-81-2
References
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VERTEX PHARMACEUTICALS INCORPORATED; HENDERSON, James A.; MAXWELL, John; VAILLANCOURT, Louis; MORRIS, Mark; GREY, JR., Ronald; GIROUX, Simon; KONG, Laval Chan Chun; DAS, Sanjoy Kumar; LIU, Bingcan; POISSON, Carl; CADILHAC, Caroline; BUBENIK, Monica; REDDY, T. Jagadeeswar; FALARDEAU, Guy; YANNOPOULOS, Constantin; WANG, Jian; PEREIRA, Oswy Z.; BENNANI, Youssef L.; PIERCE, Albert C.; BHISETTI, Govinda Rao; COTTRELL, Kevin M.; MARONE, Valerie Patent: WO2011/9084 A2, 2011 ; Location in patent: Page/Page column 389 ;
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Route3
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In-stock
84348-38-9 - ~%
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In-stock
364750-81-2
References
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WO2012/18325 A1, ; Page/Page column 146 ; WO 2012/018325 A1
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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 66.84
- LogP 1.7165
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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