Lot numbers can be found on the outside label of a product:
trans-4-(((tert-Butoxycarbonyl)amino)methyl)cyclohexanecarboxylic acid
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CAS No. 27687-14-5
- Cat. No. CS-M2057
- Purity≥97%
- MDL No.MFCD00673773
*For research and further manufacturing use only, not for direct human use.
Structure of 27687-14-5
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General Information
- CAS No. 27687-14-5
- Cat. No. CS-M2057
- Purity ≥97%
- MDL No. MFCD00673773
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₂₃NO₄
- Molecular Weight 257.33
- Synonym(s) trans-4-(tert-Butoxycarbonylaminomethyl)cyclohexanecarboxylic acid; trans-4-(Boc-aminomethyl)cyclohexanecarboxylic Acid
- SMILES O=C(O)[C@H]1CC[C@H](CNC(OC(C)(C)C)=O)CC1
Description
trans-4-(((tert-Butoxycarbonyl)amino)methyl)cyclohexanecarboxylic acid features a sterically defined cyclohexane scaffold with a bench-stable Boc-protected amino-methyl side chain. This configuration enables direct incorporation into peptide synthesis workflows, where the protected amine facilitates sequential coupling without racemization. The rigid trans-configuration enhances conformational control in cyclic peptide architectures.
Application
trans-4-(((tert-Butoxycarbonyl)amino)methyl)cyclohexanecarboxylic acid serves as a versatile, bench-stable building block for the synthesis of bioactive cyclohexyl-containing scaffolds. The protected amine and carboxylic acid functionalities enable sequential functionalization in peptide and heterocyclic chemistry, while the trans-cyclohexane conformation provides defined stereochemical control. Its stability under standard reaction conditions facilitates purification and integration into multi-step syntheses.
Synthesis
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Route1
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In-stock
24424-99-5 -
1197-18-8 - ~95%
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In-stock
27687-14-5
References
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Brennauer, Albert; Keller, Max; Freund, Matthias; Bernhardt, Guenther; Buschauer, Armin Tetrahedron Letters, 2007 , vol. 48, # 39 p. 6996 - 6999
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References
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US5506258 A1, ;
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Route3
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51300-90-4 -
1197-18-8
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In-stock
27687-14-5
References
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EP1273571 A1, ;
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Safety Information
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GHS Pictogram :
N/A
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Signal Word : N/A
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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 : N/A
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Precautionary Statements : N/A
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Quality Control
Computational Chemistry Data
- TPSA 75.63
- LogP 2.4021
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 3
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Key Words
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