141109-82-2

Usage

Uses

Used in Pharmaceutical Industry:
Benzenepropanoic acid, α-hydroxy-4-(phenylmethoxy)-, is used as an intermediate in the synthesis of 3,5,3'',5''-Tetraiodo Thyrolactic Acid (T296160), a thyroid hormone analogue. Benzenepropanoic acid, a-hydroxy-4-(phenylmethoxy)has potential applications in the treatment of various thyroid-related disorders, such as hypothyroidism and hyperthyroidism, due to its ability to mimic the effects of naturally occurring thyroid hormones.
Additionally, it is also used in the synthesis of Thyroxine (T425600) analogues, which are essential for the regulation of metabolic processes in the body. Thyroxine analogues can be employed in the treatment of thyroid dysfunctions and may also have potential applications in other areas of medicine, such as oncology, where they can be used to target cancer cells with overexpressed thyroid hormone receptors.

Upstream product

• 60871-49-0 Methyl 3-(p-benzyloxyphenyl)-2-chloropropanoate 
• 128316-64-3 (+/-)-methyl 3-p-benzyloxyphenyl-2-hydroxypropionate 
• 100-39-0 benzyl bromide 
• 556-02-5 ?Tyr 
• 1431505-87-1 (E/Z)-methyl 3-(4-benzyloxyphenyl)-2-dimethylaminoacrylate 
• 1431505-92-8 methyl 3-(4-benzyloxyphenyl)-2-hydroxyacrylate 
• 4397-53-9 p-benzyloxybenzaldehyde 
• 16652-64-5 O-benzyl-S-tyrosine 
• 6373-46-2 p-benzyloxyaniline 
• 96612-91-8 (S)-2-amino-3-(4benzyloxyphenyl)propionic acid 

Downstream Products

• 128316-64-3 (+/-)-methyl 3-p-benzyloxyphenyl-2-hydroxypropionate 
• 544703-54-0 t-butyl (Z)-2-(2'-deoxy-2'-phthalimido-β-D-galactopyranosyl-oxy)-3-p-hydroxyphenyl-2-acrylate 
• 864070-73-5 t-butyl (Z)-2-(3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-galactopyranosyloxy)-3-p-hydroxyphenyl-2-acrylate 
• 544703-51-7 t-butyl (3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-galactopyranosyloxy)-3-p-benzyloxyphenylpropionate 
• 544703-52-8 t-butyl (3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-galactopyranosyloxy)-3-p-t-butyldimethylsilyloxyphenylpropionate 
• 544703-53-9 t-butyl (Z)-2-(3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-galactopyranosyloxy)-3-p-t-butyldimethylsilyloxyphenyl-2-acrylate 
• 544703-55-1 t-butyl (Z)-2-[2'-deoxy-2'-[2-[2-[2-(2-biotinylaminoethoxy)-ethoxy]-ethoxy]-4-[(3-trifluoro-methyl)-3H-diazirin-3-yl]benzyloxyimino]-amino-β-D-galactopyranosyloxy]-3-p-hydroxyphenyl-2-acrylate 
• 251454-50-9 ethyl (2S)-3-[4-(benzyloxy)phenyl]-2-ethoxypropanoate 
• 1033776-62-3 N-adamantan-1-ylmethyl-3-(4-benzyloxyphenyl)-2-hydroxypropionamide 
• 866087-48-1 (R)-3-(4-benzyloxy-phenyl)-2-hydroxy-propionic acid methyl ester 
• 481072-37-1 (S)-3-(p-benzyloxyphenyl)lactic acid methyl ester 
• 544703-50-6 t-butyl 3-p-benzyloxyphenyl-2-acetyloxypropionate 
• 494760-18-8 t-butyl 3-p-benzyloxyphenyl-2-hydroxypropionate 

Relevant academic research and scientific papers

Alternating Sequence Controlled Copolymer Synthesis of α-Hydroxy Acids via Syndioselective Ring-Opening Polymerization of O-Carboxyanhydrides Using Zirconium/Hafnium Alkoxide Initiators

The ring-opening polymerization (ROP) of O-carboxyanhydrides (OCAs) can give diverse poly(α-hydroxy acid)s (PAHAs) with different functional groups because of easy modification of the side group of OCAs, which can extend applications of PAHAs widely. The stereoselective polymerization of O-carboxyanhydrides and further sequence controlled alternating copolymerization of OCAs were still big challenges until now for lack of suitable catalysts/initiators. In this work, a highly syndioselective ROP of OCAs system as the first stereoselective example in this area is reported using zirconium/hafnium alkoxides as initiators with the highest Pr value up to 0.95. Furthermore, these initiators were successfully applied in the precisely alternating sequence controlled copolymerization of PheOCA and Tyr(Bn)OCA, and alternating copolymerization of LacOCA and PheOCA was also achieved.

Enantioselective reduction of 3-aryl-2-oxo-propanoic acids: A comparison of enzymatic and transition-metal-catalyzed methods

Phenyllactic acids are important constituents of depsipeptides, which are a large class of natural products expressing a wide range of biological activities. Despite there being several methods for the enantioselective synthesis of α-hydroxy acids, almost no studies are available addressing the substrate selectivity of transition-metal and enzyme-catalyzed methods for the preparation of substituted phenyllactic or more general aryllactic acids. We report herein comparative results for Rh-DiPAMP (DiPAMP = 1,2-ethandiylbis[(o- methoxyphenyl)phenylphosphane]) and lactate dehydrogenase catalyzed enantioselective reductions of several 3-aryl-2-oxopropanoic acids. Phenyllactic acids are important constituents of depsipeptides, which are a large class of natural products expressing a wide range of biological activities. A comparative study of transition-metal and lactate dehydrogenase catalyzed enantioselective reductions of several 3-aryl-2-oxopropanoic acids as valuable sources for enantiomerically pure phenyllactic acids is described. Copyright

Detection of 210 kDa receptor protein for a leaf-movement factor by using novel photoaffinity probes

Circadian rhythmic plant leaf-movement, called nyctinasty, is controlled by a time-course change in the internal concentration of the leaf-movement factor in the plant body. We revealed that specific binding proteins (210 and 180 kDa) for the leaf-movement factor, potassium lespedezate (1), are contained in the plasma membrane of the plant motor cell by using novel synthetic photoaffinity probes. These proteins are localized on the motor cell in the plant body, and would be potential receptors for the leaf-movement factor to control the leaf-movement. Our study is a rare successful result of the detection of membrane receptors by using a synthetic photoaffinity probe designed on a biologically active natural product. And these results also advance a guideline for probe design towards successful photoaffinity labeling.

Process for the preparation of new antidiabetic agents

The present invention relates to an improved process for the preparation of novel antidiabetic compounds having formula (1) where R1represents hydrogen or lower alkyl group and X represents hydrogen or halogen atom.

Synthesis of a novel bioactive photoaffinity probe based on a leaf-movement factor with potential high binding affinity to its receptor molecule

Nyctinastic leaf-movement is induced by the binding of the leaf-movement factor with a motor cell located in the pulvini of the plant. Some receptors of the leaf-movement factor should be involved in this biological event. We developed a novel photoaffini

Process for the preparation of 3-aryl-2-hydroxy propanoic acid

The present invention relates to an improved process for the preparation of 3-aryl-2-hydroxy propanoic acid derivatives of the formula (1) 1useful as an intermediate for the preparation of many pharmaceutically active compounds.

Anomalous fluorinations of 3-aryl-2-hydroxypropanoic esters by diethylaminosulfur trifluoride (DAST)

Treatment of 3-aryl-2-hydroxypropanoic esters 8 with diethylaminosulfur trifluoride (DAST) gives considerable amounts of rearranged 2-aryl-3-fluoropropanoic esters 12 together with the expected products 11. The extent of rearrangement is dependent on solv