Lot numbers can be found on the outside label of a product:
(S)-1-((Benzyloxy)carbonyl)-4-oxopyrrolidine-2-carboxylic acid
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CAS No. 64187-47-9
- Cat. No. CS-W010137
- Purity≥95%
- MDL No.MFCD07367987
*For research and further manufacturing use only, not for direct human use.
Structure of 64187-47-9
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General Information
- CAS No. 64187-47-9
- Cat. No. CS-W010137
- Purity ≥95%
- MDL No. MFCD07367987
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₃NO₅
- Molecular Weight 263.25
- Synonym(s) N-Carbobenzyloxy-4-keto-L-proline
- SMILES O=C([C@H](C1)N(C(OCC2=CC=CC=C2)=O)CC1=O)O
Description
(S)-1-((Benzyloxy)carbonyl)-4-oxopyrrolidine-2-carboxylic acid is a chiral pyrrolidine derivative featuring a protected carboxylic acid and a ketone at the C4 position. This scaffold serves as a key building block in peptide synthesis and medicinal chemistry, enabling efficient access to constrained cyclic motifs. The benzyl ester group provides stability during handling and facilitates selective deprotection under standard hydrogenolysis conditions.
Application
(S)-1-((Benzyloxy)carbonyl)-4-oxopyrrolidine-2-carboxylic acid serves as a key chiral building block for the synthesis of pyrrolidine-containing pharmaceuticals and natural products. The protected amino acid functionality enables straightforward incorporation into peptide sequences, while the 4-oxo group provides a versatile handle for reductive amination, nucleophilic addition, or heterocycle formation. Bench-stable and readily purified by crystallization, it functions reliably in standard coupling protocols and is compatible with diverse protecting group strategies.
Synthesis
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Route1
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In-stock
13504-85-3 - ~90%
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In-stock
64187-47-9
References
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Tetrahedron Asymmetry, , vol. 17, # 17 p. 2479 - 2486
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Route2
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In-stock
51-35-4 - ~81%
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In-stock
64187-47-9
References
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US2004/77879 A1, ; Page 13 ;
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Route3
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501-53-1 - ~%
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In-stock
64187-47-9
References
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Tetrahedron Asymmetry, , vol. 17, # 17 p. 2479 - 2486
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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+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 83.91
- LogP 1.0512
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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