Lot numbers can be found on the outside label of a product:
(R)-1-Cbz-pyrrolidine-3-carboxylic acid
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CAS No. 192214-06-5
- Cat. No. CS-D0753
- Purity≥98%
- MDL No.MFCD08692037
*For research and further manufacturing use only, not for direct human use.
Structure of 192214-06-5
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General Information
- CAS No. 192214-06-5
- Cat. No. CS-D0753
- Purity ≥98%
- MDL No. MFCD08692037
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₅NO₄
- Molecular Weight 249.26
- Synonym(s) 1,3-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl)easter, (R)
- SMILES O=C(OCC1=CC=CC=C1)N(CC2)C[C@@H]2C(O)=O
Description
(R)-1-Cbz-pyrrolidine-3-carboxylic acid is a chiral building block featuring a protected pyrrolidine scaffold with high enantiomeric purity. The Cbz group enables stable, orthogonal handling during synthetic sequences, while the carboxylic acid facilitates direct coupling or derivatization. This configuration supports efficient access to bioactive alkaloids and peptidomimetics under standard bench conditions.
Application
(R)-1-Cbz-pyrrolidine-3-carboxylic acid serves as a versatile chiral building block for the synthesis of bioactive heterocycles and peptidomimetics. The Cbz-protected pyrrolidine scaffold exhibits excellent bench stability, facilitates straightforward purification, and tolerates a broad range of reaction conditions. It functions effectively in standard coupling protocols and enables access to enantiopure scaffolds relevant to medicinal chemistry and catalytic asymmetric synthesis.
Synthesis
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Route1
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In-stock
192214-05-4 - ~91%
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In-stock
192214-06-5
References
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Mazzini; Lebreton; Alphand; Furstoss Journal of Organic Chemistry, 1997 , vol. 62, # 15 p. 5215 - 5218
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Route2
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329012-80-8 - ~65%
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In-stock
192214-06-5
References
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Klein, Scott I.; Czekaj, Mark; Molino, Bruce F.; Valeria, Chu Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 13 p. 1773 - 1778
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Route3
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85701-08-2 - ~%
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In-stock
192214-06-5
References
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Journal of Organic Chemistry, , vol. 62, # 15 p. 5215 - 5218
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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 1.7297
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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