116754-91-7

Basic information

• Product Name: Carbamic acid, [(1R)-1-formyl-2-(methylthio)ethyl]-, 1,1-dimethylethyl ester
• Synonyms: Carbamic acid, [(1R)-1-formyl-2-(methylthio)ethyl]-, 1,1-dimethylethyl ester;tert-butyl(R)-(1-(methylthio)-3-oxopropan-2-yl)carbamate;EOS-61871
• CAS NO: 116754-91-7
• Molecular Formula: C9H17NO3S
• Molecular Weight: 219.30118
• Product Categories: N-BOC
• Mol File: 116754-91-7.mol

Chemical Properties

• Boiling Point: 323.4±37.0 °C(Predicted)
• Appearance: /
• Density: 1.090±0.06 g/cm3(Predicted)
• PKA: 10.87±0.46(Predicted)
• CAS DataBase Reference: Carbamic acid, [(1R)-1-formyl-2-(methylthio)ethyl]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1R)-1-formyl-2-(methylthio)ethyl]-, 1,1-dimethylethyl ester(116754-91-7)
• EPA Substance Registry System: Carbamic acid, [(1R)-1-formyl-2-(methylthio)ethyl]-, 1,1-dimethylethyl ester(116754-91-7)

Safety Data

• Hazardous Substances Data: 116754-91-7(Hazardous Substances Data)

Upstream product

• 82835-08-3 methyl (R)-2-(tert-butoxycarbonylamino)-3-methylthiopropanoate 
• 144474-29-3 S-Methyl-N_α-(tert-butyloxycarbonyl)-cysteine-N-methoxy-N-methylamide 
• 16947-80-1 N-(tert-butoxycarbonyl)-S-methyl-L-cysteine 

Relevant articles and documents

Exploration of cathepsin S inhibitors characterized by a triazole P1-P2 amide replacement

This paper details exploration of a class of triazole-based cathepsin S inhibitors originally reported by Ellman and co-workers. SAR studies involving modifications across the whole inhibitor provide a perspective on the strengths and weaknesses of this class of inhibitors. In addition, we put the unique characteristics of this class of compounds into perspective with other classes of cathepsin S inhibitors.

HETEROARYL NITRILE COMPOUNDS USEFUL AS INHIBITORS OF CATHEPSIN-S

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On the role of individual bleomycin thiazoles in oxygen activation and DNA cleavage

Two structurally novel bleomycin (BLM) analogs were prepared by total synthesis to permit the evaluation of the role of individual thiazole moieties in the processes of bleomycin-mediated oxygen activation and DNA degradation. Each of the compounds was structurally related to deglycobleomycin demethyl A2 but contained an S-methyl-L-cysteine moiety in lieu of one of the two thiazoles normally present in bleomycin. In common with bleomycin and deglycobleomycin, both monothiazole BLMs were found to be excellent catalysts for the oxygenation of low molecular weight substrates such as naphthalene and styrene and also mediated the demethylation of N,N-dimethylaniline. However, both of the monothiazole BLMs were much less effective than bleomycin or deglycobleomycin in promoting DNA degradation. Analysis of the effects of the monothiazole BLMs on 5′- and 3′-32P end labeled DNA duplexes indicated that cleavage occurred without discernible sequence selectivity. These results demonstrate that the bithiazole moiety in BLM is not required for O2 activation or for the oxygenation and oxidation of low molecular substrates in what are presumably biomolecular processes. However, the bithiazole clearly does contribute to the efficiency of bleomycin-mediated DNA degradation and to the sequence selectivity of DNA strand scission by bleomycin.

THE PICTET-SPENGLER REACTION OF Nb-HYDROXYTRYPTAMINES AND CYSTEINALS. I. ISOLATION OF TETRACYCLIC INTERMEDIATES AND FORMATION OF OPTICALLY ACTIVE Nb-HYDROXY-TETRAHYDRO-β-CARBOLINES

The Pictet-Spengler(P-S) reaction of Nb-hydroxytryptamines 5 and cysteinals 6 in the presence of trifluoroacetic acid(TFA) at room temperature gave the tetracyclic compounds 7α as well as the corresponding Nb-hydroxy-β-carbolines 8.The optically active nitrones 9, isolated from the similar reaction of 5 and optically active 6, gave optically active 7α and 8.