Lot numbers can be found on the outside label of a product:
(2S,5R)-N-Boc-5-methylpyrrolidine-2-carboxylic acid
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CAS No. 160033-52-3
- Cat. No. CS-0158237
- Purity≥98%
- MDL No.MFCD11111135
*For research and further manufacturing use only, not for direct human use.
Structure of 160033-52-3
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General Information
- CAS No. 160033-52-3
- Cat. No. CS-0158237
- Purity ≥98%
- MDL No. MFCD11111135
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₉NO₄
- Molecular Weight 229.27
- Synonym(s) (2S,5R)-N-BOC-5-METHYLPYRROLIDINE-2-CARBOXYLICACID
- SMILES C[C@@H]1CC[C@@H](C(=O)O)N1C(=O)OC(C)(C)C
Description
This chiral pyrrolidine derivative features a Boc-protected amine and a methyl substituent at the 5-position, enabling direct incorporation into peptide backbones. The (2S,5R) stereochemistry ensures high diastereoselectivity in synthetic sequences, while the bench-stable Boc group simplifies handling and purification under standard conditions.
Application
(2S,5R)-N-Boc-5-methylpyrrolidine-2-carboxylic acid serves as a stereochemically defined building block for the synthesis of bioactive heterocycles and peptidomimetics. The Boc group provides convenient protection of the amine, enabling selective deprotection and functionalization under standard conditions. Its rigid pyrrolidine core with defined stereocenters supports efficient incorporation into complex molecular scaffolds, offering enhanced metabolic stability and conformational control in medicinal chemistry applications.
Synthesis
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Route1
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160081-37-8 - ~70%
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In-stock
160033-52-3
References
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Tourwe, D.; Betsbrugge, J. Van; Verheyden, P.; Hootele, C. Bulletin des Societes Chimiques Belges, 1994 , vol. 103, # 5-6 p. 201 - 206
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Route2
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In-stock
195964-54-6 - ~%
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In-stock
160033-52-3
References
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Bulletin des Societes Chimiques Belges, , vol. 103, # 5-6 p. 201 - 206
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Route3
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In-stock
108963-96-8 - ~%
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In-stock
160033-52-3
References
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WO2012/39717 A1, ;
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Safety Information
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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-H317
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Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501
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Quality Control
Computational Chemistry Data
- TPSA 66.84
- LogP 1.859
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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