117752-82-6

Basic information

• Product Name: (S)-3-Amino-gamma-butyrolactone hydrochloride
• Synonyms: (S)-3-Amino-gamma-butyrolactone hydrochloride;(4S)-4-Aminodihydro-2(3H)-furanone hydrochloride;(S)-4-Aminodihydro-2(3H)-furanone hydrochloride;(S)-3-AMino-γ-butyrolactone hydrochloride;2(3H)-Furanone, 4-aMinodihydro-, hydrochloride, (4S)-;(S)-3-AMino-gaMMa-butyrolaCLone hydrochloride;(S)-4-Aminodihydrofuran-2(3H)-one hydrochloride;2(3H)-Furanone, 4-aminodihydro-, hydrochloride, (S)-
• CAS NO: 117752-82-6
• Molecular Formula: C₄H₇NO₂*ClH
• Molecular Weight: 137.565
• Mol File: 117752-82-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 257.1°C at 760 mmHg
• Flash Point: 120.1°C
• Appearance: /
• Vapor Pressure: 0.0148mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: (S)-3-Amino-gamma-butyrolactone hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-Amino-gamma-butyrolactone hydrochloride(117752-82-6)
• EPA Substance Registry System: (S)-3-Amino-gamma-butyrolactone hydrochloride(117752-82-6)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 117752-82-6(Hazardous Substances Data)

Usage

General Description

"(S)-3-Amino-gamma-butyrolactone hydrochloride" is a chemical compound mostly used in scientific and pharmaceutical research. It is a derivative of gamma-butyrolactone, which is a versatile intermediate compound often used to synthesize other chemicals. Due to the nucleophilic nature of its amino group, it can work as an excellent building block in organic chemistry, participating in a variety of chemical reactions such as condensation, substitution, and reduction. As a hydrochloride, it is often in a solid state and easily soluble in water, making it easy to handle in laboratory settings. Despite its usefulness in scientific research, handling should be done with caution as its effects on human health and the environment are not fully known.

InChI:InChI=1/C4H7NO2.ClH/c5-3-1-4(6)7-2-3;/h3H,1-2,5H2;1H/t3-;/m0./s1

Upstream product

• 754228-95-0 (S)-3-acetylamino-y-butyrolactone 
• 79069-16-2 benzyl (3S)-3-[(tert-butoxycarbonyl)amino]-4-hydroxybutanoate 
• 91240-51-6 N-tert-butyloxycarbonylaspartic acid anhydride 

Downstream Products

• 117752-83-7 (S)-β-(diphenylmethylene)amino-γ-butyrolactone 

Relevant articles and documents

Convenient synthesis of 3-(S)-amino-γ-butyrolactone

An efficient two step conversion of N-t-Boc-L-aspartic acid β-benzyl ester to enantiopure 3-(S)-amino-γ-butyrolactone is described. In this route, chemoselective reduction of the α-carboxylic group in the starting material via a mixed anhydride with NaBH4 afforded the corresponding alcohol in 95% yield without any loss of the optical purity. Subsequent acidic hydrolysis of the N-protected β-amino alcohol not only deprotected the amino group, but also produced the desired γ-lactone in 98% yield with complete retention of the optical activity.

CRYSTALLINE FORMS OF A PYRROLIDONE DERIVATIVE USEFUL IN THE TREATMENT OF ALZHEIMER'S DISEASE AND PREPARATION THEREOF

The present invention provides processes to manufacture crystalline N-[(3S)-1-[4-[(3-fluorophenyl)methoxy]phenyl]-5-oxo-pyrrolidin-3-yl]acetamide. Also disclosed are polymorphic forms of said compound as well as compounds useful as intermediates in the methods of the invention.

Synthesis of enantiomerically pure β-amino-α-methylene-γ-butyrolactones by way of ozonolysis of aromatic α-amino acids

The (R) and (S) isomers of β-amino-α-methylene-γ-butyrolactone hydrochloride (4-amino-dihydro-3-methylene-2(3H)-furanone hydrochloride) have been synthesized from (R)- and (S)-tryptophan, respectively.A key step is the ozonolysis of N,O-diacetyl-2-amino-3-(3'-indolyl)-1-propanol. (S)-β-Amino-α-methylene-γ-butyrolactone hydrochloride has been synthesized also by an analogous route starting with (S)-phenylalanine.