rel-(1S,2R)-2-(((tert-butoxycarbonyl)amino)methyl)cyclopropane-1-carboxylic acid

Name: rel-(1S,2R)-2-(((tert-butoxycarbonyl)amino)methyl)cyclopropane-1-carboxylic acid
Brand: ChemScene
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CAS No. 1638768-80-5
Cat. No. CS-0475822
Purity≥98%
MDL No.MFCD28501611

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rel-(1S,2R)-2-(((tert-butoxycarbonyl)amino)methyl)cyclopropane-1-carboxylic acid|CS-0475822

Structure of 1638768-80-5

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General Information

CAS No. 1638768-80-5
Cat. No. CS-0475822
Purity ≥98%
MDL No. MFCD28501611
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇NO₄
Molecular Weight 215.25
Synonym(s) None
SMILES C(NC(OC(C)(C)C)=O)[C@H]1[C@@H](C(O)=O)C1

Description

This cyclopropane derivative features a tert-butoxycarbonyl-protected amine and a carboxylic acid group, enabling direct incorporation into peptide synthesis. The stereochemistry at the 1S,2R centers ensures predictable conformational behavior in folded structures. Bench-stable under standard conditions, it facilitates efficient coupling without racemization.

Application

rel-(1S,2R)-2-(((tert-butoxycarbonyl)amino)methyl)cyclopropane-1-carboxylic acid serves as a valuable chiral building block in peptide and medicinal chemistry, enabling efficient access to constrained cyclopropyl-containing scaffolds. The Boc-protected amine and carboxylic acid functionality offer orthogonal reactivity for sequential coupling strategies, while the rigid cyclopropane core imparts conformational stability. Bench-stable and readily purified by standard chromatography, it facilitates scalable synthesis of complex molecular architectures.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 1.2318
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Proteolysis Targeting Chimera Research Reagents

Biochemistry Pharmaceutical Development and Drug Discovery Research Proteolysis Targeting Chimera Research Reagents

Key Words

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rel-(1S,2R)-2-(((tert-butoxycarbonyl)amino)methyl)cyclopropane-1-carboxylic acid

CAS No. 1638768-80-5

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