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
• Article Data: 6

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

General Description

(R)-2-BOC-AMINO-γ-BUTYROLACTONE is a chemical compound that belongs to the family of BOC-protected amino acids. It is commonly used as a building block in organic and medicinal chemistry, particularly in the synthesis of peptides and pharmaceutical compounds. The BOC group, which is derived from tert-butyloxycarbonyl, serves as a protective group for the amino group, allowing for selective reactions to occur at other functional groups in the molecule. The butyrolactone ring in the compound provides flexibility and structure, making it a versatile building block for the synthesis of various chemical compounds. This chemical is widely used in research and pharmaceutical industries for its important role in the synthesis of complex molecules.

Upstream product

• 61315-59-1 dicyclohexylamine salt of N-t-butyloxycarbonyl D-methionine 
• 74-88-4 methyl iodide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 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 
• 104347-13-9 (R)-(+)-α-amino-γ-butyrolactone hydrochloride 
• 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 
• 397246-14-9 (1-(hydroxymethyl)-3-hydroxypropyl)carbamic acid tert-butyl ester 
• 67529-87-7 -propoxy>phenyl>glyoxylic acid 
• 67198-78-1 (R)-2-tert-Butoxycarbonylamino-4-[4-(4-nitro-benzyloxyoxalyl)-phenoxy]-butyric acid benzhydryl ester 
• 745011-75-0 (R)-2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoic 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.

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.