Lot numbers can be found on the outside label of a product:
N-Boc-cis-4-hydroxy-L-proline
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CAS No. 87691-27-8
- Cat. No. CS-W002886
- Purity≥95%
- MDL No.MFCD02094406
*For research and further manufacturing use only, not for direct human use.
Structure of 87691-27-8
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General Information
- CAS No. 87691-27-8
- Cat. No. CS-W002886
- Purity ≥95%
- MDL No. MFCD02094406
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₇NO₅
- Molecular Weight None
- Synonym(s) None
- SMILES CC(C)(C)OC(N1[C@@H](C[C@@H](C1)O)C(O)=O)=O
Description
N-Boc-cis-4-hydroxy-L-proline features a stabilized cis-conformation ideal for peptide backbone engineering. The Boc-protected amine and hydroxylated pyrrolidine ring enable selective coupling and structural rigidity in synthetic sequences. This bench-stable derivative facilitates efficient incorporation into bioactive peptides under standard conditions.
Application
N-Boc-cis-4-hydroxy-L-proline serves as a key building block in peptide synthesis, enabling the incorporation of cis-4-hydroxyproline motifs with high stereocontrol. The Boc group provides robust protection of the α-amino functionality, offering excellent bench stability and compatibility with standard coupling protocols. Its hydroxyl group facilitates downstream functionalization and contributes to conformational rigidity in peptide backbones, making it particularly valuable for constructing collagen-mimetic sequences and bioactive peptides.
Synthesis
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References
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GILEAD SCIENCES, INC.; DESAI, Manoj, C.; HUI, Hon Chung; LIU, Hongtao; SUN, Jianyu; XU, Lianhong Patent: WO2012/88156 A1, 2012 ; Location in patent: Page/Page column 60-61 ; WO 2012/088156 A1
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Route2
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In-stock
74844-91-0 - ~76%
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In-stock
87691-27-8
References
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Chapal, Nicolas; McNicol, Patricia; Jette, Lucie Patent: US2006/223884 A1, 2006 ; Location in patent: Page/Page column 60 ;
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Route3
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In-stock
84348-37-8 - ~99%
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In-stock
87691-27-8
References
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Mollica, Adriano; Paradisi, Mario Paglialunga; Varani, Katia; Spisani, Susanna; Lucente, Gino Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 7 p. 2253 - 2265
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07,GHS09
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Signal Word : Warning
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UN#: 3077
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Class : 9
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Packing Group : Ⅲ
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Hazard Statements : H315-H319-H335-H400
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Precautionary Statements : P273-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 87.07
- LogP 0.4413
- H_Acceptors 4
- H_Donors 2
- Rotatable_Bonds 1
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Other Classifications
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Key Words
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