3410-66-0

Basic information

• Product Name: D-Tyr-Ome
• Synonyms: D-Tyr-Ome;Methyl D-Tyrosinate
• CAS NO: 3410-66-0
• Molecular Formula: C₁₀H₁₃NO₃
• Molecular Weight: 195.21512
• Mol File: 3410-66-0.mol
• Article Data: 35

Chemical Properties

• Appearance: /
• CAS DataBase Reference: D-Tyr-Ome(CAS DataBase Reference)
• NIST Chemistry Reference: D-Tyr-Ome(3410-66-0)
• EPA Substance Registry System: D-Tyr-Ome(3410-66-0)

Safety Data

• Hazardous Substances Data: 3410-66-0(Hazardous Substances Data)

Usage

Description

D-Tyr-Ome, also known as Methyl D-Tyrosinate, is an organic compound that serves as an intermediate in the synthesis of various pharmaceuticals. It plays a crucial role in the development of medications that target specific cellular processes.

Uses

Used in Pharmaceutical Industry:
D-Tyr-Ome is used as an intermediate in the synthesis of Oxybutynin Chloride (O868525), a medication that inhibits proliferation and suppresses gene expression in bladder smooth muscle cells. This application is particularly relevant for the development of treatments targeting overactive bladder and related conditions.

Upstream product

• 76757-90-9 N-(tert-butoxycarbonyl)-D-tyrosine methyl ester 
• 17081-21-9 1,3-dimethoxy propane 
• 556-02-5 tyrosine 
• 3417-91-2 tyrosine methyl ester hydrochloride 
• 67-56-1 methanol 
• 556-02-5 ?Tyr 
• 60-18-4 L-tyrosine 
• 77714-35-3 3-(4-Hydroxy-phenyl)-2-((E)-2-methyl-3-oxo-propenylamino)-propionic acid methyl ester 
• 77714-34-2 3-(4-Hydroxy-phenyl)-2-((E)-3-oxo-propenylamino)-propionic acid methyl ester 
• 1080-06-4 tyrosine methyl ester 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 89236-84-0 2-[(E)-2-(Diphenyl-phosphinoyl)-vinylamino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester 
• 97529-48-1 2-[2-(5-Chloro-1H-indol-3-yl)-2-oxo-acetylamino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester 
• 60-18-4 L-tyrosine 
• 65160-71-6 methyl (2R)-2-acetamido-3-(4-hydroxyphenyl)propanoate 
• 1080-06-4 L-Tyr-OMe 
• 67-56-1 methanol 
• 556-02-5 ?Tyr 
• 36065-22-2 tyrosine hydrazide 
• 200954-28-5 N-(tert-butoxycarbonyl)-L-prolyl-D-tyrosine methyl ester 
• 58889-64-8 (R)-4-(2-amino-3-hydroxypropyl)phenol 
• 97550-73-7 N-benzyloxycarbonyl-D-tyrosine hydrazide 
• 59824-46-3 tyrosine 
• 97529-59-4 3-(4-Hydroxy-phenyl)-2-[2-(5-nitro-1H-indol-3-yl)-2-oxo-acetylamino]-propionic acid methyl ester 
• 97529-53-8 2-[2-(5-Bromo-1H-indol-3-yl)-2-oxo-acetylamino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester 

Relevant articles and documents

Further hit optimization of 6-(trifluoromethyl)pyrimidin-2-amine based TLR8 modulators: Synthesis, biological evaluation and structure–activity relationships

Toll-like receptor 8 (TLR8) is an endosomal TLR that has an important role in the innate human immune system, which is involved in numerous pathological conditions. Excessive activation of TLR8 can lead to inflammatory and autoimmune diseases, which highlights the need for development of TLR8 modulators. However, only a few small-molecule modulators that selectively target TLR8 have been developed. Here, we report the synthesis and systematic investigation of the structure–activity relationships of a series of novel TLR8 negative modulators based on previously reported 6-(trifluoromethyl)pyrimidin-2-amine derivatives. Four compounds showed low-micromolar concentration-dependent inhibition of TLR8-mediated signaling in HEK293 cells. These data confirm that the 6-trifluoromethyl group and two other substituents on positions 2 and 4 are important structural elements of pyrimidine-based TLR8 modulators. Substitution of the main scaffold at position 2 with a methylsulfonyl group or para hydroxy/hydroxymethyl substituted benzylamine is essential for potent negative modulation of TLR8. Our best-in-class TLR8-selective modulator 53 with IC50 value of 6.2 μM represents a promising small-molecule chemical probe for further optimization to a lead compound with potent immunomodulatory properties.

Structure-Elucidating Total Synthesis of the (Polyenoyl)tetramic Acid Militarinone C §

The (polyenoyl)tetramic acid militarinone C (1) heads a family of seven members. Before our work, the configuration of C-5 was unknown whereas the configurations of C-8′ and C-10′ were either (R,R) or (S,S). We synthesized the four stereoisomers of constitution 1, which conform with these insights. This included cross-coupling both enantiomers of the western building block (8) with both enantiomers of the eastern building block (9). The specific rotations of the resulting 1 isomers suggested that natural 1 is configured like the coupling partners (S)-8 and (R,R)-9. This conclusion was corroborated by degrading natural 1 to alcohol 35 and by proving its configurational identity with synthetic (R,R)-35.

Synthesis and Biological Evaluation of Modified Miuraenamides

Miuraenamides, secondary metabolites of the marine myxobacterium Paraliomyxa miuraensis do not only show a high structural similarity to other cyclodepsipeptides isolated from sponges or terrestrial myxobacteria but they also exhibit a similar mode of act