Lot numbers can be found on the outside label of a product:
(S)-1-N-Cbz-Pipecolinic acid
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CAS No. 28697-11-2
- Cat. No. CS-W012465
- Purity≥95%
- MDL No.MFCD01863645
*For research and further manufacturing use only, not for direct human use.
Structure of 28697-11-2
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General Information
- CAS No. 28697-11-2
- Cat. No. CS-W012465
- Purity ≥95%
- MDL No. MFCD01863645
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₁₇NO₄
- Molecular Weight 263.29
- Synonym(s) N-Cbz-L-pipecolinic acid
- SMILES O=C(O)[C@@H]1CCCCN1C(OCC2=CC=CC=C2)=O
Description
(S)-1-N-Cbz-Pipecolinic acid features a chiral pipecolinic acid core with a carbobenzoxy (Cbz) protecting group, enabling direct incorporation into peptide synthesis. This bench-stable, moisture-tolerant building block delivers high diastereoselectivity in cyclic peptide assembly and facilitates efficient N-acylation under standard conditions.
Application
(S)-1-N-Cbz-Pipecolinic acid serves as a stereochemically defined building block for the synthesis of bioactive heterocycles and peptidomimetics. Its Cbz-protected amine and carboxylic acid functionality enable orthogonal transformations in solid-phase and solution-phase peptide coupling. The molecule exhibits excellent bench stability, facilitates efficient purification, and participates reliably in standard amide bond formation, reductive amination, and cyclization reactions.
Synthesis
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Route1
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60369-19-9 - ~99%
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In-stock
28697-11-2
References
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Golec, Julian M.C. Patent: US2002/61853 A1, 2002 ;
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Route2
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212557-00-1 - ~74%
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In-stock
28697-11-2
References
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Sanchez-Sancho, Francisco; Herradon, Bernardo Tetrahedron Asymmetry, 1998 , vol. 9, # 11 p. 1951 - 1965
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Route3
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212556-95-1
- ~73%
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In-stock
28697-11-2
References
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Sanchez-Sancho, Francisco; Herradon, Bernardo Tetrahedron Asymmetry, 1998 , vol. 9, # 11 p. 1951 - 1965
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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 : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 66.84
- LogP 2.2623
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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