117752-82-6

Usage

Uses

Used in Scientific Research:
(S)-3-Amino-gamma-butyrolactone hydrochloride is used as a research compound for its versatile chemical properties. Its amino group's nucleophilic nature allows it to participate in various chemical reactions, making it a valuable building block in organic chemistry.
Used in Pharmaceutical Research:
(S)-3-Amino-gamma-butyrolactone hydrochloride is used as a pharmaceutical intermediate for the synthesis of other compounds. Its ability to engage in condensation, substitution, and reduction reactions makes it a useful component in the development of new drugs and pharmaceutical products.
Used in Organic Chemistry:
(S)-3-Amino-gamma-butyrolactone hydrochloride is used as a reagent in organic chemistry for its ability to facilitate a range of chemical reactions. Its solid state and solubility in water make it an easily handled compound in laboratory settings, contributing to its utility in various chemical processes.

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

Upstream product

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

Downstream Products

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

Relevant academic research and scientific papers

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.

Rational design, synthesis and in vitro evaluation of novel exo-methylene butyrolactone salicyloylamide as NF-κB inhibitor

(?)-Dehydroxymethylepoxyquinomicin ((?)-DHMEQ, 1) is a specific inhibitor of NF-κB. It binds to SH group in the specific cysteine residue of NF-κB components with its epoxide moiety to inhibit DNA binding. In the present research, we have designed and synthesized an epoxide-free analog called (S)-β-salicyloylamino-α-exo-methylene-?-butyrolactone (SEMBL, 3). SEMBL inhibited DNA binding of NF-κB component p65 in vitro. It inhibited LPS-induced NF-κB activation, iNOS expression, and inflammatory cytokine secretions. It also inhibited NF-κB and cellular invasion in ovarian carcinoma ES-2 cells. Moreover, its stability in aqueous solution was greatly enhanced compared with (?)-DHMEQ. Thus, SEMBL has a potential to be a candidate for a new anti-inflammatory and anticancer agent.

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.

Fibrinogen receptor antagonists

Fibrinogen receptor antagonists having the structure, for example, of STR1 for example STR2

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.