tert-Butyl 3-formylazetidine-1-carboxylate

CAS No. 177947-96-5
Cat. No. CS-W004759
Purity≥95%
MDL No.MFCD06656142

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tert-Butyl 3-formylazetidine-1-carboxylate|CS-W004759

Structure of 177947-96-5

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Description

tert-Butyl 3-formylazetidine-1-carboxylate features a strained azetidine ring bearing both a formyl group and a tert-butyl ester, enabling direct incorporation into complex heterocyclic scaffolds. The formyl functionality offers high reactivity for nucleophilic additions and oxime formation, while the tert-butyl ester provides stability under basic conditions and ease of subsequent deprotection. This combination supports efficient synthesis of bioactive nitrogen-containing compounds.

Application

tert-Butyl 3-formylazetidine-1-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling the construction of bioactive azetidine-containing scaffolds. The formyl group facilitates efficient imine formation and reductive amination, while the tert-butyl ester offers robust stability and straightforward deprotection under mild acidic conditions. Its strained azetidine ring enhances reactivity in nucleophilic additions and enables access to complex heterocyclic systems relevant to medicinal chemistry.

General Information

CAS No. 177947-96-5
Cat. No. CS-W004759
Purity ≥95%
MDL No. MFCD06656142
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₅NO₃
Molecular Weight 185.22
Synonym(s) Azetidine-3-carboxaldehyde, N1-Boc protected
SMILES CC(C)(C)OC(=O)N1CC(C1)C=O

Computational Chemistry Data

TPSA 46.61
LogP 1.0522
H_Acceptors 3
H_Donors 0
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 : H315-H319-H335
Precautionary Statements : P261-P302+P352

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Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aliphatic heterocycle compounds Azetidine compounds

Key Words

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tert-Butyl 3-formylazetidine-1-carboxylate

CAS No. 177947-96-5

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