cas 90731-57-0, N-BOC-ERYTHRO-L-BETA-METHYLPHENYLALANINE | Articles data ｜lookchem

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90731-57-0

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Stereoselective synthesis of β-alkylated α-amino acids via palladium-catalyzed alkylation of unactivated methylene C(sp3)-H Bonds with Primary Alkyl Halides
We report a new set of reactions based on the Pd-catalyzed alkylation of methylene C(sp3)-H bonds of aliphatic quinolyl carboxamides with α-haloacetate and methyl iodide and applications in the stereoselective synthesis of various β-alkylated α-amino acids. These reactions represent the first generally applicable method for the catalytic alkylation of unconstrained and unactivated methylene C-H bonds with high synthetic relevance. When applied with simple isotope-enriched reagents, they also provide a convenient and powerful means to site-selectively incorporate isotopes into the carbon scaffolds of amino acid compounds.
Zhang, Shu-Yu,Li, Qiong,He, Gang,Nack, William A.,Chen, Gong
p. 12135 - 12141
(2013/09/02)

Design and synthesis of prolylcarboxypeptidase (PrCP) inhibitors to validate PrCP as a potential target for obesity
Prolylcarboxypeptidase (PrCP) is a serine protease that may have a role in metabolism regulation. A class of reversible, potent, and selective PrCP inhibitors was developed starting from a mechanism based design for inhibiting this serine protease. Compound 8o inhibits human and mouse PrCP at IC 50 values of 1 and 2 nM and is not active (IC50 > 25 μM) against a panel of closely related proteases. It has lower serum binding than its close analogues and is bioavailable in mouse. Subchronic dosing of 8o in PrCP-/- and WT mice at 100 mg/kg for 5 days resulted in a 5% reduction in body weight in WT mice and a 1% reduction in PrCP KO mice.
Zhou, Changyou,Garcia-Calvo, Margareta,Pinto, Shirly,Lombardo, Matthew,Feng, Zhe,Bender, Kate,Pryor, Kellyann D.,Bhatt, Urmi R.,Chabin, Renee M.,Geissler, Wayne M.,Shen, Zhu,Tong, Xinchun,Zhang, Zhoupeng,Wong, Kenny K.,Roy, Ranabir Sinha,Chapman, Kevin T.,Yang, Lihu,Xiong, Yusheng
experimental part
p. 7251 - 7263
(2010/12/25)

Synthesis of N-Boc-β-aryl alanines and of N-Boc-β-methyl-β-aryl alanines by regioselective ring-opening of enantiomerically pure N-Boc- aziridines
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Medina,Moyano,Pericas,Riera
p. 8574 - 8578
(2007/10/03)

Potent Angiotensin II Antagonists with Non-β-branched Aminoacids in Position 5
Amino acids with lipophilic side chains that contain more than one functional group on the β-carbon, i.e. a β-branched hydrocarbon moiety, are required in position 5 of angiotensin II (AII) analogue with potent agonist activity.This requirement for agonis
Samanen, J.,Narindray, D.,Cash, T.,Brandeis, E.,Adams, W.,et al.
p. 466 - 472
(2007/10/02)

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Chemical Properties

Melting Point: 100-105 °C
Boiling Point: 426.8°C at 760 mmHg
Flash Point:211.9°C
Density: 1.135±0.06 g/cm3(Predicted)
Storage Temp.:0-6°C
Vapor Pressure: 4.79E-08mmHg at 25°C
PKA: 3.90±0.10(Predicted)
PSA: 81.95000
LogP: 1.63770

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