Lot numbers can be found on the outside label of a product:
(S)-1-(tert-Butoxycarbonyl)-2-methylpyrrolidine-2-carboxylic acid
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CAS No. 103336-06-7
- Cat. No. CS-0042495
- Purity≥97%
- MDL No.MFCD08706361
*For research and further manufacturing use only, not for direct human use.
Structure of 103336-06-7
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General Information
- CAS No. 103336-06-7
- Cat. No. CS-0042495
- Purity ≥97%
- MDL No. MFCD08706361
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₉NO₄
- Molecular Weight 229.27
- Synonym(s) None
- SMILES O=C(OC(C)(C)C)N1[C@](CCC1)(C)C(O)=O
Description
(S)-1-(tert-Butoxycarbonyl)-2-methylpyrrolidine-2-carboxylic acid features a stereodefined pyrrolidine core with a sterically hindered methyl group and a bench-stable Boc-protected carboxylic acid. This configuration enables direct incorporation into peptide synthesis workflows, offering enhanced stability during coupling steps and simplifying purification.
Application
(S)-1-(tert-Butoxycarbonyl)-2-methylpyrrolidine-2-carboxylic acid serves as a versatile chiral building block in peptide and medicinal chemistry, enabling efficient access to constrained peptidomimetics. The tert-butyl carbamate (Boc) group provides excellent stability and orthogonal deprotection compatibility, while the 2-methylpyrrolidine scaffold offers defined stereochemistry and conformational rigidity. It facilitates coupling reactions with minimal racemization and supports diverse functionalization at the carboxylic acid terminus, making it ideal for modular synthesis of bioactive compounds.
Synthesis
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References
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Khalil, Ehab M.; Subasinghe, Nalin L.; Johnson, Rodney L. Tetrahedron Letters, 1996 , vol. 37, # 20 p. 3441 - 3444
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Route2
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In-stock
24424-99-5 -
63399-73-5 - ~63%
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In-stock
103336-06-7
References
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Chu, Shao Song; Alegria, Larry Andrew; Bleckman, Ted Michael; Chong, Wesley Kwan Mung; Duvadie, Rohit K.; Li, Lin; Reich, Siegfried Heinz; Romines III, William Henry; Wallace, Michael B.; Yang, Yi Patent: US2003/225147 A1, 2003 ; Location in patent: Page 45 ;
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Route3
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In-stock
58632-95-4 -
63399-73-5
- ~86%
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In-stock
103336-06-7
References
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Thaisrivongs; Pals; Lawson; Turner; Harris Journal of Medicinal Chemistry, 1987 , vol. 30, # 3 p. 536 - 541
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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 1.8606
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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