tert-Butyl 3-aminoazetidine-1-carboxylate

Name: tert-Butyl 3-aminoazetidine-1-carboxylate
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CAS No. 193269-78-2
Cat. No. CS-W009078
Purity≥98%
MDL No.MFCD01861753

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tert-Butyl 3-aminoazetidine-1-carboxylate|CS-W009078

Structure of 193269-78-2

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Description

tert-Butyl 3-aminoazetidine-1-carboxylate features a strained azetidine ring bearing a primary amine and a tert-butyl ester, enabling direct incorporation into peptide-like scaffolds. The protected amine facilitates selective derivatization, while the bicyclic core imparts conformational rigidity beneficial in bioactive molecule design.

Application

tert-Butyl 3-aminoazetidine-1-carboxylate serves as a versatile scaffold for the synthesis of azetidine-containing bioactive molecules. The protected amine and carboxylate groups enable orthogonal functionalization, while the strained four-membered ring imparts unique conformational rigidity. It facilitates efficient access to medicinally relevant azetidine derivatives via standard coupling, reduction, and cyclization protocols, offering excellent bench stability and ease of purification in multi-step syntheses.

General Information

CAS No. 193269-78-2
Cat. No. CS-W009078
Purity ≥98%
MDL No. MFCD01861753
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₆N₂O₂
Molecular Weight 172.22
Synonym(s) N-Boc-3-amino-azetidine
SMILES O=C(OC(C)(C)C)N1CC(N)C1

Computational Chemistry Data

TPSA 55.56
LogP 0.5644
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 2735
Class : 8	Packing Group : Ⅲ
Hazard Statements : H314-H318
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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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aliphatic heterocycle compounds Azetidine compounds

Key Words

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tert-Butyl 3-aminoazetidine-1-carboxylate

CAS No. 193269-78-2

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