67198-86-1

Basic information

• Product Name: (R)-2- BOC-AMINO -γ-BUTYROLACTONE
• Synonyms: (R)-2- BOC-AMINO -γ-BUTYROLACTONE;(R)-tert-butyl 2-oxo-tetrahydrofuran-3-ylcarbamate;Boc-D-homoserine lactone;(R)-2- Boc-AMino -γ-ButyrolaCLone;Boc-D-HoMoser lactone
• CAS NO: 67198-86-1
• Molecular Formula: C₉H₁₅NO₄
• Molecular Weight: 201.22
• Mol File: 67198-86-1.mol

Chemical Properties

• Melting Point: 115-118 °C(Solv: dichloromethane (75-09-2); methanol (67-56-1))
• Boiling Point: 363.7±31.0 °C(Predicted)
• Appearance: /
• Density: 1.15±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 11.21±0.20(Predicted)
• CAS DataBase Reference: (R)-2- BOC-AMINO -γ-BUTYROLACTONE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2- BOC-AMINO -γ-BUTYROLACTONE(67198-86-1)
• EPA Substance Registry System: (R)-2- BOC-AMINO -γ-BUTYROLACTONE(67198-86-1)

Safety Data

• Hazardous Substances Data: 67198-86-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Chemistry:
(R)-2-BOC-AMINO-γ-BUTYROLACTONE is used as a building block for the synthesis of various chemical compounds, providing structural flexibility and allowing for selective reactions at other functional groups.
Used in Medicinal Chemistry:
(R)-2-BOC-AMINO-γ-BUTYROLACTONE is used as a key component in the synthesis of peptides and pharmaceutical compounds, contributing to the development of new drugs and therapeutic agents.
Used in Research:
(R)-2-BOC-AMINO-γ-BUTYROLACTONE is utilized in research settings to explore its potential applications and properties, furthering the understanding of its role in chemical synthesis and its potential impact on the development of new compounds and materials.
Used in Pharmaceutical Industry:
(R)-2-BOC-AMINO-γ-BUTYROLACTONE is employed in the pharmaceutical industry for its crucial role in the synthesis of complex molecules, facilitating the creation of innovative drugs and therapies to address various health conditions.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 104347-13-9 (R)-(+)-α-amino-γ-butyrolactone hydrochloride 
• 61315-59-1 dicyclohexylamine salt of N-t-butyloxycarbonyl D-methionine 
• 74-88-4 methyl iodide 
• 110045-70-0 (R)-α-amino-γ-butyrolactone hydrobromide 
• 219870-45-8 2-tert-butoxycarbonylamino-4-(dimethyl-phenyl-silanyl)-butyric acid 
• 219870-32-3 tert-butyl (4R)-2,2-dimethyl-4-(3-methyl-3-phenyl-3-silabutyl)-1,3-oxazolidine-3-carboxylate 
• 219870-21-0 tert-butyl (4R)-4-((1E)-3-methyl-3-phenyl-3-silabut-1-enyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 
• 219870-38-9 N-[(1R)-2-hydroxy-1-(3-methyl-3-phenyl-3-silabutyl)ethyl](tert-butoxy)carboxamide 
• 162107-48-4 tert-butyl (R)-4-ethynyl-2,2-dimethyloxazolidine-3-carboxylate 
• 224192-24-9 methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-4-hydroxybutanoate 
• 219870-51-6 methyl (2R)-2-[(tert-butoxy)carbonylamino]-5-methyl-5-phenyl-5-silahexanoate 

Downstream Products

• 67198-88-3 BOC-D-homoserine diphenylmethyl ester 
• 745011-75-0 (R)-2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoic acid 
• 397246-14-9 (1-(hydroxymethyl)-3-hydroxypropyl)carbamic acid tert-butyl ester 
• 67198-78-1 (R)-2-tert-Butoxycarbonylamino-4-[4-(4-nitro-benzyloxyoxalyl)-phenoxy]-butyric acid benzhydryl ester 
• 67529-87-7 -propoxy>phenyl>glyoxylic acid 

Relevant articles and documents

Ring opening of a trisubstituted aziridine with amines: Regio- and stereoselective formation of substituted 1,2-diamines

Figure Presented. The formation of substituted 1,2-diamines via nucleophilic ring opening of a trisubstituted ethynyl aziridine was performed with complete regio- and stereoselective control. Various amines with different levels of nucleophilicity were employed and gave similar results. The ring opening reaction is not limited to ethynyl aziridines, as other alkyl trisubstituted aziridines gave the same results. This method allows for the formation of unique vicinal diamines while providing a fully substituted carbon center in a stereoselective manner under mild conditions.

SULFONYL CONTAINING COMPOUNDS AS CYSTEINE PROTEASE INHIBITORS

The present invention is directed to compounds that are inhibitors of cysteine proteases, in particular, cathepsins B, K, L, F, and S and are therefore useful in treating diseases mediated by these proteases. The present invention is directed to pharmaceutical compositions comprising these compounds and processes for preparing them.

A new stereocontrolled approach to a key intermediate in the synthesis of (25,3R)-capreomycidine

A new stereocontrolled approach to the synthesis of advanced intermediate in the synthesis of nonproteinogenic amino acid (2S,3R)-capreomycidine via the novel domino reaction has been developed.

Synthesis of non-natural C2-homo-ceramide and its apoptotic activity against HL-60 cells

Non-natural ceramide analogues, C2-homo-ceramide and C2-homo-dihydroceramide, were prepared from L-aspartic acid via L-homo-serine. The apoptotic activities of the synthesized ceramide analogues were examined in HL-60 human leukemia cells. C2-homo- and C2

Silylcupration of (R)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4- ethynyloxazolidine: A stereoselective approach to the synthesis of γ- silylated saturated and unsaturated α-amino acids

Enantioselective synthesis of γ-silylated amino acids is reported, using a four-step procedure based on the silylcupration of ethynyloxazolidine 2. Silylcuprates 6a-c are highlighted as useful reagents to be employed with enantiomerically enriched substrates. Vinylsilanes 5 are easily prepared and highlighted as useful intermediates to yield the final compounds after reduction, opening of the oxazolidine ring, and oxidation. Moreover, β,γ- unsaturated amino acids are obtained as very interesting vinylglycine derivatives. The capability of silicon-containing amino acids to be incorporated into dipeptides is also shown.

Process for 4-(D-3-amino-3-carboxypropoxy)-phenylglyoxylic acid oxime derivatives

Process for 4-(D-3-amino-3-carboxypropoxy)phenylglyoxylic acid oxime as an amino-protected ester comprising alkylating an amino-protected D-methionine silyl ester with an alkyl or benzyl iodide; cyclizing the alkylsulfonium iodide to an amino-protected D-homoserine lactone; hydrolyzing the lactone to an amino-protected D-homoserine in aqueous base; coupling, to form an ether, the amino-protected D-homoserine as an ester with an ester of 4-hydroxyphenylglyoxylic acid; and forming the oxime of the ether or alternatively coupling the D-homoserine ester with a protected-oxime of an esterified 4-hydroxyphenylglyoxylic acid. The product is useful in preparing the antibiotic FR 1923.