Lot numbers can be found on the outside label of a product:
(2S,3S)-1-(tert-Butoxycarbonyl)-3-hydroxy-pyrrolidine-2-carboxylic acid methyl ester
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CAS No. 184046-78-4
- Cat. No. CS-W004163
- Purity≥96%
- MDL No.MFCD19440825
*For research and further manufacturing use only, not for direct human use.
Structure of 184046-78-4
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General Information
- CAS No. 184046-78-4
- Cat. No. CS-W004163
- Purity ≥96%
- MDL No. MFCD19440825
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₉NO₅
- Molecular Weight 245.27
- Synonym(s) (2S,3S)-1-(tert-butoxycarbonyl)-3-hydroxyproline methyl ester
- SMILES COC(=O)[C@@H]1[C@@H](O)CCN1C(=O)OC(C)(C)C
Description
This chiral pyrrolidine derivative features a tert-butoxycarbonyl-protected amine and a hydroxy-bearing stereocenter, enabling direct incorporation into peptide synthesis workflows. The methyl ester group provides enhanced solubility and stability under standard conditions, while the (2S,3S) configuration ensures high diastereoselectivity in coupling reactions.
Application
(2S,3S)-1-(tert-Butoxycarbonyl)-3-hydroxy-pyrrolidine-2-carboxylic acid methyl ester serves as a stereochemically defined building block for the synthesis of pyrrolidine-based scaffolds. The protected amine and hydroxyl groups enable orthogonal functionalization, while the methyl ester facilitates subsequent derivatization. Its bench-stable nature and compatibility with standard coupling and reduction protocols make it ideal for medicinal chemistry campaigns requiring controlled stereoselective construction of bioactive heterocycles.
Synthesis
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Route1
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In-stock
24424-99-5 - ~%
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In-stock
184046-78-4
References
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Sun, Chong-Qing; Hamann, Lawrence; Augeri, David; Bi, Yingzhi; Robl, Jeffrey; Huang, Yan-Ting; Wang, Tammy; Holubec, Alexandra; Simpkins, Ligaya; Sutton, James C.; Li, James J. Patent: US2004/181064 A1, 2004 ; US 20040181064 A1
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Route2
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In-stock
4298-08-2 - ~%
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In-stock
184046-78-4
References
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Gomez-Vidal, Jose A.; Silverman, Richard B. Organic Letters, 2001 , vol. 3, # 16 p. 2481 - 2484
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Route3
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186581-53-3 -
In-stock
187039-57-2 - ~96%
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In-stock
184046-78-4
References
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Gomez-Vidal, Jose A.; Silverman, Richard B. Organic Letters, 2001 , vol. 3, # 16 p. 2481 - 2484
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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 76.07
- LogP 0.5297
- H_Acceptors 5
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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