474295-85-7

Basic information

• Product Name: (βS)-β-[(1,1-tert-DiMethylethoxycarbonyl)aMino]-4-hydroxy-benzenepropanoic Acid Methyl Ester
• Synonyms: (βS)-β-[(1,1-tert-Butyloxycarbonyl)aMino]-4-hydroxy-benzenepropanoic Acid Methyl Ester;(βS)-β-[(1,1-tert-DiMethylethoxycarbonyl)aMino]-4-hydroxy-benzenepropanoic Acid Methyl Ester
• CAS NO: 474295-85-7
• Molecular Formula: C₁₅H₂₁NO₅
• Molecular Weight: 295.33094
• Mol File: 474295-85-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 447.4±40.0 °C(Predicted)
• Appearance: /
• Density: 1.168±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility: Chloroform, DMSO, Methanol
• PKA: 9.85±0.26(Predicted)
• CAS DataBase Reference: (βS)-β-[(1,1-tert-DiMethylethoxycarbonyl)aMino]-4-hydroxy-benzenepropanoic Acid Methyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: (βS)-β-[(1,1-tert-DiMethylethoxycarbonyl)aMino]-4-hydroxy-benzenepropanoic Acid Methyl Ester(474295-85-7)
• EPA Substance Registry System: (βS)-β-[(1,1-tert-DiMethylethoxycarbonyl)aMino]-4-hydroxy-benzenepropanoic Acid Methyl Ester(474295-85-7)

Safety Data

• Hazardous Substances Data: 474295-85-7(Hazardous Substances Data)

Usage

Uses

(βS)-β-[(1,1-tert-DiMethylethoxycarbonyl)amino]-4-hydroxy-benzenepropanoic Acid Methyl Ester is used in the preparation of Alzheimer's disease acetylcholinesterase/serotonin transporter inhibitors.

Upstream product

• 499995-80-1 (S)-3-Boc-amino-3-(4-hydroxyphenyl)-propanoic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 152786-27-1 (S)-3-amino-3-(4-hydroxyphenyl)propanoic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 177966-65-3 methyl (3S)-3-amino-3-(4-hydroxyphenyl)propanoate 

Downstream Products

• 865234-01-1 C₂₈H₃₀FNO₆ 
• 444646-39-3 [1-(4-dimethylcarbamoyloxy-phenyl)-3-(4-nitro-phenoxy)-propyl]-methyl-carbamic acid tert-butyl ester 
• 474295-88-0 [1-(4-dimethylcarbamoyloxy-phenyl)-3-(4-nitro-phenoxy)-propyl]-carbamic acid tert-butyl ester 
• 474295-87-9 t-butyl (S)-[1-[(4-dimethylcarbamoyloxy)phenyl]-3-hydroxypropyl]carbamate 
• 474295-86-8 3-tert-butoxycarbonylamino-3-(4-dimethylcarbamoyloxy-phenyl)-propionic acid methyl ester 

Relevant articles and documents

Design, Synthesis, and Structure-Activity Relationship Studies of (4-Alkoxyphenyl)glycinamides and Bioisosteric 1,3,4-Oxadiazoles as GPR88 Agonists

Increasing evidence implicates the orphan G protein-coupled receptor 88 (GPR88) in a number of striatal-associated disorders. In this study, we report the design and synthesis of a series of novel (4-alkoxyphenyl)glycinamides (e.g., 31) and the corresponding 1,3,4-oxadiazole bioisosteres derived from the 2-AMPP scaffold (1) as GPR88 agonists. The 5-amino-1,3,4-oxadiazole derivatives (84, 88-90) had significantly improved potency and lower lipophilicity compared to 2-AMPP. Compound 84 had an EC50 of 59 nM in the GPR88 overexpressing cell-based cAMP assay. In addition, 84 had an EC50 of 942 nM in the [35S]GTPγS binding assay using mouse striatal membranes but was inactive in membranes from GPR88 knockout mice, even at a concentration of 100 μM. In vivo pharmacokinetic testing of 90 in rats revealed that the 5-amino-1,3,4-oxadiazole analogues may have limited brain permeability. Taken together, these results provide the basis for further optimization to develop a suitable agonist to probe GPR88 functions in the brain.

Design and synthesis of dual inhibitors of acetylcholinesterase and serotonin transporter targeting potential agents for Alzheimer's disease.

Highly efficient acetylcholinesterase (AChE) and serotonin transporter (SERT) dual inhibitors, (S)-4 and (R)-13 were designed and synthesized on the basis of the hypothetical model of AChE active site. Both compounds showed potent inhibitory activities against AChE and SERT. [structure: see text]