(1S,3S,5S)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid

Name: (1S,3S,5S)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 197142-36-2
Cat. No. CS-0053554
Purity≥97%
MDL No.MFCD08691404

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(1S,3S,5S)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid|CS-0053554

Structure of 197142-36-2

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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.

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

Computational Chemistry Data

TPSA 66.84
LogP 1.4689
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(1S,3S,5S)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid

CAS No. 197142-36-2

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