Lot numbers can be found on the outside label of a product:
(1S,3S,5S)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid
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CAS No. 197142-36-2
- Cat. No. CS-0053554
- Purity≥97%
- MDL No.MFCD08691404
*For research and further manufacturing use only, not for direct human use.
![(1S,3S,5S)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid|CS-0053554](https://file.chemscene.com/productPIC/CS-0053554.gif)
Structure of 197142-36-2
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General Information
- CAS No. 197142-36-2
- Cat. No. CS-0053554
- Purity ≥97%
- MDL No. MFCD08691404
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₇NO₄
- Molecular Weight 227.26
- Synonym(s) None
- SMILES CC(C)(C)OC(=O)N1[C@H]2C[C@H]2C[C@H]1C(O)=O
Description
This chiral bicyclic scaffold features a protected azabicyclo[3.1.0]hexane core with a tert-butyl carbamate group and a carboxylic acid moiety, enabling direct incorporation into peptidomimetics and constrained peptide libraries under standard conditions.
Application
(1S,3S,5S)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid serves as a stereochemically defined, conformationally constrained building block for the synthesis of nitrogen-containing heterocycles. Its protected amine and carboxylic acid functionalities enable orthogonal transformations in peptide-like coupling and ring-forming reactions. The tert-butyl carbamate group offers excellent bench stability and facile removal under mild acidic conditions, supporting efficient downstream derivatization in medicinal chemistry and process development workflows.
Synthesis
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Route1
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![O2-tert-Butyl O3-ethyl (1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2,3-dicarboxylate|CS-0183646](https://file.chemscene.com/productPIC/CS-0183646.gif)
214193-11-0 - ~97%
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In-stock
197142-36-2
References
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ALANTOS PHARMACEUTICALS, INC. Patent: WO2006/116157 A2, 2006 ; Location in patent: Page/Page column 114-115 ; WO 2006/116157 A2
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Route2
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1313751-21-1 - ~99%
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In-stock
197142-36-2
References
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BRISTOL-MYERS SQUIBB COMPANY; LOPEZ, Omar D.; ST. LAURENT, Denis R.; GOODRICH, Jason; ROMINE, Jeffrey Lee; SERRANO-WU, Michael; YANG, Fukang; KAKARLA, Ramesh; YANG, Xuejie; QIU, Yuping; SNYDER, Lawrence B. Patent: WO2011/82077 A1, 2011 ; Location in patent: Page/Page column 299 ;
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Route3
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7647-01-0
- ~82%
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In-stock
197142-36-2
References
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BRISTOL-MYERS SQUIBB COMPANY Patent: WO2004/52850 A2, 2004 ; Location in patent: Page 77 ; WO 2004/052850 A2
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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 1.4689
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
- 197142-36-2 sigma197142-36-2 manufacturer197142-36-2 price197142-36-2 structure197142-36-2 SDSbuy 197142-36-2197142-36-2 supplier197142-36-2 uses197142-36-2 molecular weightprice of 197142-36-2197142-36-2 chemical name formula of 197142-36-2