tert-Butyl (2R)-2-acetylpyrrolidine-1-carboxylate

Name: tert-Butyl (2R)-2-acetylpyrrolidine-1-carboxylate
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CAS No. 675185-27-0
Cat. No. CS-0048647
Molecule weight213.27
Purity≥95%
MDL No.None

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tert-Butyl (2R)-2-acetylpyrrolidine-1-carboxylate|CS-0048647

Structure of 675185-27-0

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General Information

CAS No. 675185-27-0
Cat. No. CS-0048647
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₃
Molecular Weight 213.27
Synonym(s) (R)-Tert-butyl 2-acetylpyrrolidine-1-carboxylate
SMILES CC(=O)[C@H]1CCCN1C(=O)OC(C)(C)C

Description

tert-Butyl (2R)-2-acetylpyrrolidine-1-carboxylate delivers a chiral pyrrolidine scaffold with a strategically positioned acetyl group, enabling direct incorporation into asymmetric synthesis. This bench-stable, moisture-tolerant building block facilitates efficient access to complex nitrogen-containing architectures through straightforward deprotection and functionalization pathways.

Application

tert-Butyl (2R)-2-acetylpyrrolidine-1-carboxylate serves as a stereochemically defined building block for the synthesis of bioactive pyrrolidine derivatives. The acetyl group at the 2-position enables controlled enolization and subsequent functionalization, while the tert-butyl carbamate provides orthogonal protection and facile removal under mild acidic conditions. This reagent exhibits excellent bench stability, simplifies purification, and supports diverse transformations in medicinal chemistry and natural product synthesis.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 46.61
LogP 1.9749
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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tert-Butyl (2R)-2-acetylpyrrolidine-1-carboxylate

CAS No. 675185-27-0

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