950839-11-9

Upstream product

• 1607826-45-8 methyl (2S,3R)-3-(4-(benzyloxy)phenyl)-2,3-dihydroxypropanoate 
• 1607826-46-9 methyl (2S,3R)-3-(4-(benzyloxy)phenyl)-3-hydroxy-2-(((2-nitrophenyl)sulfonyl)oxy)propanoate 
• 1417985-90-0 methyl (2R,3R)-2-azido-3-(4-(benzyloxy)phenyl)-3-hydroxypropanoate 
• 1607826-47-0 methyl (2R,3R)-2-azido-3-(4-(benzyloxy)phenyl)-3-methoxypropanoate 
• 3943-97-3 methyl 4-hydroxycinnamate 
• 84184-51-0 (E)-methyl 3-(4-(benzyloxy)phenyl)acrylate 
• 426207-35-4 (E)-methyl 3-(4-(tert-butyldimethylsilyloxy)phenyl)acrylate 

Downstream Products

• 700816-78-0 (2R,3R)-2-amino-3-(4-hydroxyphenyl)-3-methoxypropanoic acid 
• 1607826-49-2 methyl (2R,3R)-2-(((allyloxy)carbonyl)amino)-3-methoxy-3-(4-(trityloxy)phenyl)propanoate 
• 1607826-15-2 (2R,3R)-2-(((allyloxy)carbonyl)amino)-3-methoxy-3-(4-(trityloxy)phenyl)propanoic acid 
• 1607826-48-1 methyl (2R,3R)-2-(((allyloxy)carbonyl)amino)-3-(4-hydroxyphenyl)-3-methoxypropanoate 

Relevant academic research and scientific papers

Enantio- and diastereoselective synthesis of (R,R)-β-methoxytyrosine

The nonproteinogenic amino acid (2R,3R)-β-methoxytyrosine, a constituent of several cyclic depsipeptide natural products, was synthesized in protected form (8) from a readily available cinnamate ester in four steps and 62% overall yield with a greater tha

Stellatolides, a new cyclodepsipeptide family from the sponge ecionemia acervus: Isolation, solid-phase total synthesis, and full structural assignment of stellatolide a

The marine environment is a rich source of metabolites with potential therapeutic properties and applications for humans. Here we describe the first isolation, solid-phase total synthesis, and full structural assignment of a new class of cyclodepsipeptides from the Madagascan sponge Ecionemia acervus that shows in vitro cytotoxic activities at submicromolar concentrations. Seven structures belonging to a new family of compounds, given the general name stellatolides, were characterized. The sequence and stereochemistry of all the amino acids in these molecules were established by a combination of spectroscopic analysis, chemical degradation, and derivatization studies. Furthermore, the complete structure of stellatolide A was confirmed by an efficient solid-phase method for the first total synthesis and the full structural assignment of this molecule, including the asymmetric synthesis of the unique B-hydroxy acid moiety (Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid.

Concise synthesis of all stereoisomers of β-methoxytyrosine and determination of the absolute configuration of the residue in callipeltin A

(Chemical Equation Presented) All stereoisomers of β-methoxytyrosine (β-OMeTyr), a stereo-undefined component of callipeltin A, were synthesized from L- and D-tyrosine. The stereochemistry of β-OMeTyr in callipeltin A was determined to be 2R,3R by an oxidative procedure and Marfey's analysis.