Lot numbers can be found on the outside label of a product:
(4S)-1-Boc-4-fluoro-D-proline
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CAS No. 681128-50-7
- Cat. No. CS-0040722
- Purity≥96%
- MDL No.MFCD08706411
*For research and further manufacturing use only, not for direct human use.
Structure of 681128-50-7
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General Information
- CAS No. 681128-50-7
- Cat. No. CS-0040722
- Purity ≥96%
- MDL No. MFCD08706411
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₆FNO₄
- Molecular Weight 233.24
- Synonym(s) None
- SMILES O=C(N1[C@@H](C(O)=O)C[C@H](F)C1)OC(C)(C)C
Description
(4S)-1-Boc-4-fluoro-D-proline features a stereochemically defined fluorinated proline scaffold with enhanced conformational rigidity. The Boc group enables straightforward protection during peptide synthesis, while the fluorine atom imparts favorable electronic and metabolic stability. This derivative integrates efficiently into peptidomimetics and bioactive oligomers under standard coupling conditions.
Application
(4S)-1-Boc-4-fluoro-D-proline serves as a conformationally constrained, fluorinated proline surrogate in peptide synthesis, enabling precise control over backbone dihedral angles. Its Boc group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. The 4-fluoro substitution enhances both metabolic stability and electronic modulation of amide bond geometry, making it particularly valuable for constructing bioactive peptides and peptidomimetics with improved pharmacokinetic profiles.
Synthesis
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Route1
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In-stock
647857-39-4 - ~%
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In-stock
681128-50-7
References
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COMENTIS, INC.; BILCER, Geoffrey, M.; LILLY, John, C.; SWANSON, Lisa, M. Patent: WO2011/130383 A1, 2011 ; Location in patent: Page/Page column 86 ; WO 2011/130383 A1
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Route2
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In-stock
114676-59-4 - ~%
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In-stock
681128-50-7
References
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COMENTIS, INC.; BILCER, Geoffrey, M.; LILLY, John, C.; SWANSON, Lisa, M. Patent: WO2011/130383 A1, 2011 ; WO 2011/130383 A1
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Route3
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In-stock
114676-69-6 - ~%
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In-stock
681128-50-7
References
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COMENTIS, INC.; BILCER, Geoffrey, M.; LILLY, John, C.; SWANSON, Lisa, M. Patent: WO2011/130383 A1, 2011 ; WO 2011/130383 A1
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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 1.4185
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
- (4S)-1-Boc-4-fluoro-D-proline sigma(4S)-1-Boc-4-fluoro-D-proline manufacturer(4S)-1-Boc-4-fluoro-D-proline price(4S)-1-Boc-4-fluoro-D-proline structure(4S)-1-Boc-4-fluoro-D-proline SDSbuy (4S)-1-Boc-4-fluoro-D-proline(4S)-1-Boc-4-fluoro-D-proline supplier(4S)-1-Boc-4-fluoro-D-proline uses(4S)-1-Boc-4-fluoro-D-proline molecular weightprice of (4S)-1-Boc-4-fluoro-D-proline(4S)-1-Boc-4-fluoro-D-proline chemical name formula of (4S)-1-Boc-4-fluoro-D-proline