Lot numbers can be found on the outside label of a product:
tert-Butyl (trans-4-(aminomethyl)cyclohexyl)carbamate
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CAS No. 177583-27-6
- Cat. No. CS-W022978
- Purity≥95%
- MDL No.MFCD01861810
*For research and further manufacturing use only, not for direct human use.
Structure of 177583-27-6
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General Information
- CAS No. 177583-27-6
- Cat. No. CS-W022978
- Purity ≥95%
- MDL No. MFCD01861810
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₂₄N₂O₂
- Molecular Weight 228.33
- Synonym(s) tert-butyl N-[4-(aminomethyl)cyclohexyl]carbamate
- SMILES O=C(OC(C)(C)C)N[C@H]1CC[C@H](CN)CC1
Description
tert-Butyl (trans-4-(aminomethyl)cyclohexyl)carbamate is a bench-stable, moisture-tolerant protecting group for primary amines. This trans-configured cyclohexyl scaffold delivers high stereochemical integrity and facilitates efficient deprotection under mild acidic conditions. The carbamate moiety enables straightforward incorporation into peptide and small-molecule synthesis workflows.
Application
tert-Butyl (trans-4-(aminomethyl)cyclohexyl)carbamate serves as a versatile building block for cyclohexane-based scaffolds, enabling efficient access to bioactive amines via mild deprotection. The trans-configured cyclohexyl ring provides defined stereochemistry, while the tert-butyl carbamate group offers excellent bench stability and orthogonal cleavage under acidic conditions. Its functional group tolerance facilitates downstream transformations in medicinal chemistry campaigns, particularly in the synthesis of GPCR-targeted compounds and kinase inhibitors.
Synthesis
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Route1
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956352-36-6 - ~%
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In-stock
177583-27-6
References
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EP2017261 A1, ; Page/Page column 31-32 ;
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Route2
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![trans-Phenylmethyl N-[[4-[[(1,1-dimethylethoxy)carbonyl]amino]cyclohexyl]methyl]carbamate|CS-0911373](https://file.chemscene.com/productPIC/CS-0911373.gif)
171846-13-2 - ~99%
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In-stock
177583-27-6
References
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Xue, Fengtian; Seto, Christopher T. Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 24 p. 8467 - 8487
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Route3
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177583-52-7
- ~92%
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In-stock
177583-27-6
References
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Lyle, Terry A.; Chen, Zhongguo; Appleby, Sandra D.; Freidinger, Roger M.; Gardell, Stephen J.; Lewis, S. Dale; Li, Ying; Lyle, Elizabeth A.; Lynch Jr., Joseph J.; Mulichak, Anne M.; Ng, Assunta S.; Naylor-Olsen, Adel M.; Sanders, William M. Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 1 p. 67 - 72
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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 64.35
- LogP 2.0286
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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