(S)-tert-Butyl 2-(cyanomethyl)azetidine-1-carboxylate

Name: (S)-tert-Butyl 2-(cyanomethyl)azetidine-1-carboxylate
Brand: ChemScene
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CAS No. 228868-28-8
Cat. No. CS-0188248
Purity≥98%
MDL No.None

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(S)-tert-Butyl 2-(cyanomethyl)azetidine-1-carboxylate|CS-0188248

Structure of 228868-28-8

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Description

(S)-tert-Butyl 2-(cyanomethyl)azetidine-1-carboxylate features a chiral azetidine core with a strategically positioned cyanomethyl group, enabling direct functionalization in synthetic sequences. The tert-butyl ester provides stability and ease of handling, while the electron-deficient nitrile facilitates nucleophilic transformations. This scaffold integrates readily into bioactive molecule discovery workflows.

Application

(S)-tert-Butyl 2-(cyanomethyl)azetidine-1-carboxylate serves as a versatile chiral building block for the synthesis of bioactive azetidine-containing scaffolds. The cyanomethyl group enables subsequent functionalization via nucleophilic addition or cyclization, while the tert-butyl ester provides bench stability and facile deprotection. This compound functions effectively in standard coupling and heterocycle formation protocols, offering high stereocontrol and compatibility with diverse reaction conditions encountered in medicinal chemistry and process development workflows.

General Information

CAS No. 228868-28-8
Cat. No. CS-0188248
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₆N₂O₂
Molecular Weight 196.25
Synonym(s) tert-butyl (2S)-2-(cyanomethyl)azetidine-1-carboxylate
SMILES C(C#N)[C@H]1N(C(OC(C)(C)C)=O)CC1

Computational Chemistry Data

TPSA 53.33
LogP 1.90948
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 : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aliphatic heterocycle compounds Azetidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-tert-Butyl 2-(cyanomethyl)azetidine-1-carboxylate

CAS No. 228868-28-8

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