355857-30-6

Basic information

• Product Name: (+)-(S)-methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(2-methylprop-2-yloxycarbamoyl)propanoate
• Synonyms: (+)-(S)-methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(2-methylprop-2-yloxycarbamoyl)propanoate
• CAS NO: 355857-30-6
• Molecular Weight: 453.128
• Mol File: 355857-30-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (+)-(S)-methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(2-methylprop-2-yloxycarbamoyl)propanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(S)-methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(2-methylprop-2-yloxycarbamoyl)propanoate(355857-30-6)
• EPA Substance Registry System: (+)-(S)-methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(2-methylprop-2-yloxycarbamoyl)propanoate(355857-30-6)

Safety Data

• Hazardous Substances Data: 355857-30-6(Hazardous Substances Data)

Upstream product

• 4326-36-7 (S)-N-(tert-butoxycarbonyl)tyrosine methyl ester 
• 3417-91-2 L-tyrosine methyl ester HCl 
• 60-18-4 L-tyrosine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 67470-21-7 3',5'-dibromo-L-tyrosine methyl ester 
• 58960-71-7 N-[(1,1-dimethylethoxy)carbonyl]-3,5-dibromo-L-tyrosine 
• 18107-18-1 diazomethyl-trimethyl-silane 

Downstream Products

• 1016161-87-7 C₃₃H₄₉Br₂NO₆Si 
• 300-38-9 3,5-dibromo-L-tyrosine 
• 67470-21-7 3',5'-dibromo-L-tyrosine methyl ester 
• 139517-75-2 (S)-methyl 2-(N-tert-butoxycarbonyl)(amino)-3-(3,5-dibromo-4-methoxyphenyl)propanoate 
• 50563-24-1 methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(hydroxyimino)propionate 
• 1357361-41-1 (+)-(S)-methyl 3-(4-benzyloxy-3,5-dibromophenyl)-2-(2-methylprop-2-yloxycarbamoyl)propanoate 
• 83030-41-5 (E)-methyl 3-(3,5-dibromo-4-hydroxyphenyl)-2-(hydroxyimino)propanoate 
• 1357361-43-3 (E)-methyl 3-(4-benzyloxy-3,5 dibromophenyl)-2-(hydroxyimino)propanoate 
• 1357361-42-2 (+)-(S)-methyl 2-amino-3-(4-benzyloxy-3,5-dibromophenyl)propanoate 

Relevant articles and documents

Psammaplin A derivative as well as preparation method and application thereof

The invention provides a Psammaplin A derivative as well as a preparation method and application thereof, and belongs to the field of medicinal chemistry, wherein the Psammaplin A derivative has a structural formula represented by a formula (I), wherein in the formula, R1, R2, R3, R4, R5 and R6 are respectively selected from any one of H, OH, OCH3, Br, 3,5-di-fluoro-benzyloxy, 2-fluoro-benzyloxy, 3-fluoro-benzyloxy, 4-cyano-benzyloxy and 4-trifluoromethyl-benzyloxy; R1 and R4 are the same or different, R2 and R5 are the same or different, and R3 and R6 are the same or different. According to the invention, a new structure and thought are provided for the design of a novel HDAC inhibitor, and the developed Psammaplin A derivative has a good anti-tumor cytotoxicity effect, and also provides an important theoretical reference for the development of HDAC-based anti-tumor drugs.

Synthesis and trypanocide activity of chloro-l-tyrosine and bromo-l-tyrosine derivatives

Twenty-two halogenated l-tyrosine derivatives were synthesized to examine new substances for the treatment of Chagas disease. The synthesis of these derivatives with different degree of substitution in the amino group with methyl iodide, giving primary, tertiary, and quaternary amino acids. All compounds were tested in vitro against intracellular amastigotes of Trypanosoma cruzi, and the cytotoxicity were evaluated over monocytic cell line U-937. Compound 25 was the most active against T. cruzi with a EC50 of 75.52 μM compared with benznidazole with a EC50 of 58.79 μM. Compounds 3, 4, 7, and 15 were the derivatives with the best selectivity index (SI) with values of 7.5, 8.3,12.1, and 8.6, respectively. Finally, compound 7 was the safer and the more promising derivative against T. cruzi.

Syntheses of pseudoceramines A-D and a new synthesis of spermatinamine, bromotyrosine natural products from marine sponges

Herein we report the total syntheses of pseudoceramine A-D (2-5) and spermatinamine (1) isolated from the marine sponge Pseudoceratina sp. Direct acyl substitution of α-hydroxyiminoesters with amine nucleophiles was developed as a key transformation. The synthetic compounds confirm the reported structures and importantly gives access to non-symmetrical spermine based natural products carrying two different bromotyrosine building blocks. Our new synthesis of spermatinamine is two steps shorter and more efficient than the previously reported sequence. The Royal Society of Chemistry 2012.