(S)-3-Amino-gamma-butyrolactone hydrochloride

CAS No. 117752-82-6
Cat. No. CS-W009169
Molecule weight137.56
Purity≥97%
MDL No.MFCD11114557

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(S)-3-Amino-gamma-butyrolactone hydrochloride|CS-W009169

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General Information

CAS No. 117752-82-6
Cat. No. CS-W009169
Purity ≥97%
MDL No. MFCD11114557
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₈ClNO₂
Molecular Weight 137.56
Synonym(s) (S)-4-aminodihydrofuran-2(3H)-one hydrochloride
SMILES O=C1OC[C@@H](N)C1.[H]Cl

Description

(S)-3-Amino-gamma-butyrolactone hydrochloride is a chiral lactam derivative featuring a primary amine and a hydrolytically stable cyclic ester. This bench-stable, moisture-tolerant compound serves as a key intermediate in the synthesis of bioactive heterocycles and peptidomimetics, where its defined stereochemistry enables precise control over downstream molecular architecture.

Application

(S)-3-Amino-gamma-butyrolactone hydrochloride serves as a key chiral building block in the synthesis of bioactive heterocycles and amino acid derivatives. Its well-defined stereochemistry and stable lactone framework facilitate selective transformations, including ring-opening reactions and amine functionalization. The hydrochloride salt enhances solubility and handling stability, enabling straightforward incorporation into peptide-like scaffolds and medicinal chemistry campaigns requiring stereocontrolled nitrogen-containing motifs.

Synthesis

Route1
- 79069-16-2
- ~96%
- In-stock
  
  117752-82-6
References
- Sibrian-Vazquez, Martha; Spivak, David A. Synlett, 2002 , # 7 p. 1105 - 1106
Route2
- 754228-95-0
- ~%
- In-stock
  
  117752-82-6
References
- Canadian Journal of Chemistry, , vol. 66, p. 779 - 782

Safety Information

Download SDS

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 52.32
LogP -0.3176
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydrofuran compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-3-Amino-gamma-butyrolactone hydrochloride

CAS No. 117752-82-6

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