Lot numbers can be found on the outside label of a product:
N-tert-Boc-cis-4-fluoro-L-proline
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CAS No. 203866-13-1
- Cat. No. CS-W003222
- Purity≥96%
- MDL No.MFCD04973957
*For research and further manufacturing use only, not for direct human use.
Structure of 203866-13-1
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General Information
- CAS No. 203866-13-1
- Cat. No. CS-W003222
- Purity ≥96%
- MDL No. MFCD04973957
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₆FNO₄
- Molecular Weight 233.24
- Synonym(s) N-Boc-Cis-4-Fluoro-L-Proline
- SMILES F[C@H]1C[C@@H](C(O)=O)N(C(OC(C)(C)C)=O)C1
Description
N-tert-Boc-cis-4-fluoro-L-proline features a constrained cis-configuration stabilized by the proline scaffold, with the fluoro substituent enhancing conformational rigidity and modulating electronic properties. The tert-Boc group provides reliable protection for amine functionality during peptide synthesis. This derivative enables efficient incorporation into peptidomimetics and bioactive oligomers under standard conditions.
Application
N-tert-Boc-cis-4-fluoro-L-proline serves as a conformationally constrained building block for peptide synthesis, leveraging the rigid proline scaffold to influence backbone geometry. The cis configuration and fluorine substitution at C4 enhance stereoselectivity in macrocyclization and secondary structure stabilization. The tert-Boc group provides orthogonal protection compatible with standard deprotection protocols, enabling efficient incorporation into complex peptide sequences with minimal epimerization.
Synthesis
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Route1
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In-stock
203866-16-4 - ~98%
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In-stock
203866-13-1
References
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SUNSHINE LAKE PHARMA CO.,LTD.; ZHANG, Jiancun; ZHANG, Yingjun; XIE, Hongming; REN, Qingyun; HU, Bailin; FU, Changping; WU, Xiwei; LI, Shifeng; WANG, Chenglin; ZHANG, Zhikeng Patent: WO2014/82379 A1, 2014 ; Location in patent: Page/Page column 144; 145 ;
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Route2
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587888-04-8 - ~%
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In-stock
203866-13-1
References
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Journal of the American Chemical Society, , vol. 125, # 31 p. 9262 - 9263
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Route3
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89813-47-8 - ~%
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In-stock
203866-13-1
References
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Journal of the American Chemical Society, , vol. 125, # 31 p. 9262 - 9263
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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 66.84
- LogP 1.4185
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Other Classifications
- Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives
- Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Unnatural Amino Acid Derivatives
- Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives
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Key Words
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