328396-03-8

Upstream product

• 4397-53-9 p-benzyloxybenzaldehyde 
• 105-36-2 ethyl bromoacetate 
• 623-48-3 ethyl iodoacetae 
• 53090-45-2 ethyl 3-[4-(benzyloxy)phenyl]-3-oxopropanoate 

Downstream Products

• 1353893-66-9 ethyl 3-(4-benzyloxyphenyl)-3-methoxypropionate 
• 154140-38-2 (S)-3-(4-Benzyloxy-phenyl)-3-hydroxy-propionic acid ethyl ester 
• 154140-42-8 (R)-3-{(R)-3-(2-Bromo-1H-indol-3-yl)-2-[((S)-2-tert-butoxycarbonylamino-propionyl)-methyl-amino]-propionylamino}-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid ethyl ester 
• 1026064-42-5 (R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid ethyl ester 
• 154140-39-3 (R)-3-Azido-3-(4-benzyloxy-phenyl)-propionic acid ethyl ester 
• 104315-07-3 (E)-ethyl 3-(4-(benzyloxy)phenyl)acrylate 
• 161925-59-3 jaspamide Z₁ 
• 119717-37-2 jasplakinolide 
• 53090-45-2 ethyl 3-[4-(benzyloxy)phenyl]-3-oxopropanoate 

Relevant academic research and scientific papers

3-Arylpropionylhydroxamic acid derivatives as Helicobacter pylori urease inhibitors: Synthesis, molecular docking and biological evaluation

Helicobacter pylori urease is involved in several physiologic responses such as stomach and duodenal ulcers, adenocarcinomas and stomach lymphomas. Thus, inhibition of urease is taken for a good chance to treat H. pylori-caused infections, we have therefore focused our efforts on seeking novel urease inhibitors. Here, a series of arylpropionylhydroxamic acids were synthesized and evaluated for urease inhibition. Out of these compounds, 3-(2-benzyloxy-5-chlorophenyl)-3-hydroxypropionylhydroxamic acid (d24) was the most active inhibitor with IC50of 0.15?±?0.05?μM, showing a mixed inhibition with both competitive and uncompetitive aspects. Non-linear fitting of kinetic data gives kinetics parameters of 0.13 and 0.12?μg·mL?1for Kiand Ki′, respectively. The plasma protein binding assays suggested that d24 exhibited moderate binding to human and rabbit plasma proteins.

Synthesis, molecular docking and kinetic properties of β-hydroxy- β-phenylpropionyl-hydroxamic acids as Helicobacter pylori urease inhibitors

Inhibition of urease results in Helicobacter pylori growth arrest in the stomach, promoting urease as promising targets for gastrointestinal ulcer therapy. Twenty hybrid derivatives of flavonoid scaffold and hydroxamic acid, β-hydroxy-β-phenylpropionylhydroxamic acids, were therefore synthesized and evaluated against H. pylori urease. Biological evaluation of these compounds showed improved urease inhibition exhibiting micromolar to mid-nanomolar IC50 values. Most importantly, 3-(3-chlorophenyl)-3- hydroxypropionyl-hydroxamic acid (6g) exhibited high potency with IC 50 of 0.083 ± 0.004 μM and Ki of 0.014 ± 0.003 μM, indicating that 6g is an excellent candidate to develop novel antiulcer agent. A mixture of competitive and uncompetitive mechanism was putatively proposed to understand the inconsistency between the crystallographic and kinetic studies for the first time, which is supported by our molecular docking studies.

SPIROCYCLICALLY SUBSTITUTED 1,3-PROPANE DIOXIDE DERIVATIVES, PROCESSES FOR PREPARATION THEREOF AND USE THEREOF AS A MEDICAMENT

The invention relates to spirocyclically substituted 1,3-propane dioxide derivatives, and to the physiologically compatible salts thereof. The invention relates to compounds of the formula I in which R1, R2, R3, R4, R5, R6, R7, R8, A and X are each define

Efficient preparation of an N-aryl β-amino acid via asymmetric hydrogenation and direct asymmetric reductive amination en route to Ezetimibe

Two routes for the preparation of an N-aryl β-amino acid, an important precursor for the cholesterol-lowering drug Ezetimibe, were investigated. The first pathway proceeds via an Rh- or Ir-catalyzed asymmetric hydrogenation of N-aryl enamine giving the desired product with up to 82% ee. The other pathway involves a direct asymmetric reductive amination (DARA) of the β-keto ester which yielded the β-amino ester in high yield and 97% ee. Subsequent copper-catalyzed N-arylation gave the target compound.

A general method for the formation of zinc enolate equivalents from iodoacetates by diisopropylzinc-iodine exchange reaction: Preparation of β-Hydroxy esters

Diisopropylzinc is found to be a highly efficient reagent for the formation of zinc enolate equivalents from various iodoacetates via iodine-Zinc exchange reaction at room temperature, affording β-Hydroxy esters in high yields by the reaction with aldehydes and ketones.

Studies on cyclodepsipeptides - Part II : The total synthesis of jaspamide and geodiamolide-D

The total synthesis of cyclodepsipeptides jaspamide and geodiamolide D have been presented.