122818-32-0

Basic information

• Product Name: Ethanethioic acid, S-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-phenylpropyl] ester
• CAS NO: 122818-32-0
• Molecular Formula: C16H23NO3S
• Molecular Weight: 309.43
• Mol File: 122818-32-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Ethanethioic acid, S-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-phenylpropyl] ester(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanethioic acid, S-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-phenylpropyl] ester(122818-32-0)
• EPA Substance Registry System: Ethanethioic acid, S-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-phenylpropyl] ester(122818-32-0)

Safety Data

• Hazardous Substances Data: 122818-32-0(Hazardous Substances Data)

Upstream product

• 3182-95-4 L-Phenylalaninol 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 66605-57-0 (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol 
• 119153-87-6 (C₅H₉O₂)C₉H₉NO(O)(CO₂C₂H₅) 
• 24424-99-5 di-tert-butyl dicarbonate 
• 63-91-2 L-phenylalanine 
• 126301-19-7 (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropyl methanesulfonate 
• 507-09-5 tiolacetic acid 
• 141403-49-8 (2S)-2-[N-(tert-butoxycarbonyl)amino]-3-phenyl-O-(4-methylphenylsulfonyl)propan-1-ol 
• 56827-86-2 cesium thioacetate 
• 10387-40-3 potassium thioacetate 

Downstream Products

• 139429-09-7 (S)-1-((S)-2-Amino-3-phenyl-propyldisulfanylmethyl)-2-phenyl-ethylamine; compound with trifluoro-acetic acid 
• 1048974-28-2 [(S)-1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propyldisulfanylmethyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester 
• 113584-05-7 (ScRs) 1-<<(methylthio)methyl>sulfinyl>-2-<(E)-β-(6-methyl-5-uracilyl)acrylamido>-3-phenyl-propane 
• 122818-39-7 (ScRs) 1-<<(methylthio)methyl>sulfinyl>-2-<(tert-butyloxycarbonyl)amino>-3-phenyl-propane 
• 122818-42-2 (ScRs) 1-<<(methylthio)methyl>sulfinyl>-2-amino-3-phenyl-propane 
• 167867-38-1 N--<2(S)-benzyl>tauryl>-N'-tert-butyl-(4aS,8aS)-decahydro-3(S)-isoquinolinecarboxamide 
• 167867-57-4 (S)-2-Amino-N¹-[(S)-1-benzyl-2-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinoline-2-sulfonyl)-ethyl]-succinamide 
• 167867-37-0 N--N'-tert-butyl-(4aS,8aS)-decahydro-3(S)-isoquinolinecarboxamide 
• 167867-49-4 (S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propane-1-sulfonylamino)-3-phenyl-propionic acid 
• 167867-55-2 (3S,4aS,8aS)-2-((S)-2-Amino-3-phenyl-propane-1-sulfonyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide 
• 145641-43-6 N-phenylalanine methyl ester 
• 145641-42-5 N-phenylalanine methyl ester 
• 676457-73-1 (S)-2-(benzoylamino)-3-phenylpropyl thioacetate 
• 676457-72-0 (S)-2-(acetylamino)-3-phenylpropyl thioacetate 

Relevant articles and documents

Synthesis and evaluation of chloromethyl sulfoxides as a new class of selective irreversible cysteine protease inhibitors

The synthesis and biological evaluation of a new class of selective irreversible cysteine protease inhibitors is described. A set of amino acid based chloromethyl sulfoxides was prepared and they were found to inhibit irreversibly the cysteine protease papain. They were selective for cysteine proteases since no inhibition was found for the serine protease chymotrypsin.

Synthesis of peptides containing the β-substituted aminoethane sulfinamide or sulfonamide transition-state isostere derived from amino acids

α-amino acids can be converted to homochiral β-substituted aminoethane sulfinamide or sulfonamide transition-state isosteres, which can be incorporated into peptides. These transition-state analogues e.g. the sulfonamide isostere of Phe-Phe will be used for the generation of catalytic antibodies as well as for the development of protease inhibitors.

The role of hydroxymethyl function on the biological activity of the antitumor antibiotic sparsomycin

The synthesis is described of the sparsomycin analogues 11-14 from the L-amino acids valine, isoleucine, phenylalanine and proline, respectively. The sparsomycin derivative 21 was not prepared in a similar way from glycine, but from cystamine following a different reaction route. These analogues, as well as the O-methylated and O-acetylated derivatives 15 and 16, respectively, were tested in vitro for their protein synthesis inhibitory activity and for their inhibition of colony formation of murine leukemia L1210 cells. The results of these assays indicate that the hydroxymethyl function of 1 is not essential for its biological activity, and that increase of lipophilicity in this 'northern' region of 1 does not noticeably affect the activity of the drug.