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In some cases, helical peptides stabilized by an i, i + 7 tether exhibit better target binding and cellular functions compared to their i, i + 4 analogues. Herein, we carried out a systematic study of the effects of an in-tether chiral center on the i, i + 7 system. We screened the optimal cross linking mode, tether length, in-tether chiral center positions, and absolute configurations. From these studies, we determined that a chiral center of R absolute configuration at the gamma-position to the C-terminal of a 10-membered tether could function to efficiently induce helicity of the backbone peptides. This is an important addition to the current i, i + 4 in-tether chiral center induced helicity strategy (CIH strategy), and could have broad biological applications.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H1854NO – PubChem

 

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A series of trans-4-phenylpyrrolidine-3-carboxamides were synthesized and characterized as potent ligands of the human melanocortin-4 receptor. Interestingly, a pair of diastereoisomers 20f-1 and 20f-2 displayed potent functional agonist and antagonist activity, respectively. Thus, the 3S,4R-compound 20f-1 possessed a Ki of 11 nM and an EC50 of 24 nM, while its 3R,4S-isomer 20f-2 exhibited a Ki of 8.6 and an IC50 of 65 nM. Both compounds were highly selective over other melanocortin receptor subtypes. The MC4R agonist 20f-1 also demonstrated efficacy in diet-induced obese rats.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1868NO – PubChem

 

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The present invention relates to an improved process for the preparation of renin inhibitor Aliskiren intermediates of Formula-II and further conversion into Aliskiren and its pharmaceutically acceptable salts.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H1663NO – PubChem

 

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All the stereoisomers of butanol type 1,7-seco-2,7?-cyclolignane were stereoselectively synthesized by employing (S)- and (R)-Evans’ auxiliaries to construct the stereochemistry. (+)- and (-)-Kadangustin J and their diastereomers were also prepared. The optical purity of the synthesized butanol type 1,7-seco-2,7?-cyclolignane was more than 99%ee.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2091NO – PubChem

 

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The preparation of a series of new fumagillin-derived MetAP-2 inhibitors is described. The synthetic approach was designed so as to permit modification of the fumagillin backbone at sites inaccessible through semisynthesis or previously existing total syntheses. An Evans aldolization and a ring-closing metathesis allowed the preparation of a pivotal intermediate which could then be functionalized in various ways using already established or newly developed methodologies.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2001NO – PubChem

 

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A stereoselective synthesis of the complete C1-C16 framework of tianchimycins A and B is described. Key transformations include Horner-Wadsworth-Emmons, Evans aldol, Gilman’s and stereoselective alkylation reactions.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1717NO – PubChem

 

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To identify novel antitrypanosomal agents based on Janadolide, a potent macrocyclic polyketide-peptide hybrid, a macrolactonization strategy was explored. We prepared des-tert-butyl Janadolide and evaluated its antitrypanosomal activity. Our findings suggest that the tert-butyl group is necessary for the desired bioactivity.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1720NO – PubChem

 

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The invention provides novel substituted phenylpropanoic acid derivatives that activate by binding to receptor as ligands of human peroxisome preliferant-activated receptor alpha (PPARalpha), and exhibit potent decreasing action on lipids in blood (cholesterol and triglyceride). It relates to substituted phenylpropanoic acid derivatives represented by a general formula (1), their pharmaceutically acceptable salts and their hydrates, and processes for preparing them.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1648NO – PubChem

 

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This invention provides an improved process for producing azetidinones. More particularly, this invention provides the steps of producing an trans-azetidinone represented by the formula STR1 from a carboxylic acid R2 -D-CH2 -COOH, an aldehyde R1 -A-CHO and an amine RNH2, by the steps of: (a1) converting a carboxylic acid to the corresponding acid chloride; (b1) deprotonating a chiral oxazolidinone and treating the resulting anion with the product of step (a1); (c1) enolizing the product of step (b1) and condensing with the aldehyde; (d1) hydrolyzing the product of step (c1); (e1) condensing the product of step (d1) with the amine; and (f1) cyclizing the product of step (e1). Alternatively, the process comprises (a2) enolizing the product of step (b1) and condensing, in the presence of a Lewis acid, with a Schiff’s base prepared from the aldehyde and the amine; and (b2) cyclizing the product of step (a2).

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1684NO – PubChem

 

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(Chemical Equation Presented) The key fragment (2a or 2b) in a total synthesis of the cytotoxic macrolide (-)-amphidinolide K (1) has been achieved from synthons C9-C14 (3) and C15-C22 (4), which have both been prepared from glutamic acid in good overall yields.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H1716NO – PubChem