Sebhat, Iyassu et al. published their patent in 2020 |CAS: 168297-86-7

The Article related to acyloxyphenylcyclopropylpropanoic acid preparation gpr40 agonist, metabolic disorder type 2 diabetes treatment gpr40 agonist preparation, hyperglycemia metabolic syndrome obesity treatment gpr40 agonist preparation, hypercholesterolemia nonalcoholic steatohepatitis hypertension treatment gpr40 agonist preparation and other aspects.Formula: C8H15NO2

On December 3, 2020, Sebhat, Iyassu; He, Shuwen published a patent.Formula: C8H15NO2 The title of the patent was Preparation of 3-cyclopropyl-3-(3-acyloxyphenyl)propanoic acid derivatives as Gpr40 agonists. And the patent contained the following:

The compounds represented by formula I [Z = C(O)OH, C(O)OR5, C(O)NHR6, C(O)NHS(O)2R5, S(O)2NHC(O)R5, P(O)(R5)OR6, P(O)(OR6)2, S(O)2OR6; or Z = (un)substituted 4- or 5-membered heterocycle; R5 = each (un)substituted C1-6 alkyl, C3-6 cycloalkyl, Ph, or phenyl-C1-6 alkyl; R6 = hydrogen or each (un)substituted C1-6 alkyl, C3-6 cycloalkyl, Ph, or phenyl-C1-6 alkyl; R1, R2, R3, R4 = each independently hydrogen, halogen, OH, or each (un)substituted C1-6 alkyloxy, C1-6 alkyl, C3-6 cycloalkyl, or 3- to 6-membered heterocycloalkyl; Y1, Y2, Y3, or Y4 = each independently N, CH, or CRY; each RY = independently halogen, cyano, OH, NH2, or each (un)substituted C1-6 alkoxy, NH-(C1-6 alkyl), N-(C1-6 alkyl)2, C1-6 alkyl, C3-6 cycloalkyl, or 3- to 6-membered heterocycloalkyl; L1 = *-OC(O)-, or *-C(O)O-, wherein * represents the connection to Ring B; Ring B = each (un)substituted arylene, heteroarylene, C3-10 cycloalkylene, or 3- to 10-membered heterocycloalkylene; L2 = a bond or each (un)substituted C1-6 alkylene, or -(C1-6 alkylene)-O-] or pharmaceutically acceptable salts, solvates, stereoisomers, or prodrugs thereof are prepared The compounds I are gut-restricted compounds and full or partial G protein-coupled receptor 40 (GPR40) agonists and useful for the treatment of conditions or disorders involving the gut-brain axis. The conditions or disorder is (1) a metabolic disorder such as type 2 diabetes, hyperglycemia, metabolic syndrome, obesity, hypercholesterolemia, nonalcoholic steatohepatitis, or hypertension or (2) a nutritional disorder such as short bowel syndrome, intestinal failure, or intestinal insufficiency. Thus, a solution of 0.28 g 3-[(diisopropylamino)methyl]-4-(5-fluoro-2-methoxypyridin-4-yl)benzoic acid and 0.13 g Me (S)-3-cyclopropyl-3-(3-hydroxyphenyl)propanoate in 3 mL CH2Cl2 was treated with 35 mg 4-dimethylaminopyridine and 0.18 g DCC and stirred at 25° for 16 h to give, after workup and purification using preparative TLC, (S)-3-cyclopropyl-3-[3-[[3-[(diisopropylamino)methyl]-4-(5-fluoro-2-methoxypyridin-4-yl)benzoyl]oxy]phenyl]propanoic acid (II). II showed an agonist activity with EC50 of ≤10 nM in a human GPR40 assay. The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Formula: C8H15NO2

The Article related to acyloxyphenylcyclopropylpropanoic acid preparation gpr40 agonist, metabolic disorder type 2 diabetes treatment gpr40 agonist preparation, hyperglycemia metabolic syndrome obesity treatment gpr40 agonist preparation, hypercholesterolemia nonalcoholic steatohepatitis hypertension treatment gpr40 agonist preparation and other aspects.Formula: C8H15NO2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

 

Sagawa, Naoya et al. published their research in Organic Letters in 2017 |CAS: 168297-86-7

The Article related to remote asym induction acetate vinylketene silyl nitrogen oxygen acetal, crystal structure oxazolidinone vinylketene silyl acetal hydroxyoxoalkenyl preparation asym, mol structure oxazolidinone vinylketene silyl acetal hydroxyoxoalkenyl preparation asym, aldehyde asym induction remote mukaiyama aldol vinylketene silyl acetal and other aspects.Computed Properties of 168297-86-7

On January 6, 2017, Sagawa, Naoya; Sato, Haruka; Hosokawa, Seijiro published an article.Computed Properties of 168297-86-7 The title of the article was Remote Asymmetric Induction Using Acetate-Type Vinylketene Silyl N,O-Acetals. And the article contained the following:

Remote asym. induction by the vinylogous Mukaiyama aldol reaction using the acetate-type vinylketene silyl N,O-acetal possessing a chiral auxiliary was achieved. The silyl N,O-acetal derived from crotonate and L-valine afforded the O-silylated 5R- and 5S-adducts selectively by treatment with SnCl4 and BF3·OEt2, resp. The SnCl4-mediated isomerization of silyl dienol ether was found, and the resulting major isomer showed high reactivity to give γ-adduct in high stereoselectivity. The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Computed Properties of 168297-86-7

The Article related to remote asym induction acetate vinylketene silyl nitrogen oxygen acetal, crystal structure oxazolidinone vinylketene silyl acetal hydroxyoxoalkenyl preparation asym, mol structure oxazolidinone vinylketene silyl acetal hydroxyoxoalkenyl preparation asym, aldehyde asym induction remote mukaiyama aldol vinylketene silyl acetal and other aspects.Computed Properties of 168297-86-7

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

 

Brun, Elodie et al. published their research in Journal of Organic Chemistry in 2016 |CAS: 168297-86-7

The Article related to filipin iii acyclic carbon skeleton preparation convergent strategy, hexanal synthon filipin iii acyclic carbon skeleton, successive heck coupling reaction filipin iii synthesis, aldolization evans syn anti filipin iii synthesis, enantioselective allylation filipin iii synthesis, diastereoselective allylation filipin iii synthesis and other aspects.Electric Literature of 168297-86-7

On September 16, 2016, Brun, Elodie; Bellosta, Veronique; Cossy, Janine published an article.Electric Literature of 168297-86-7 The title of the article was Synthesis of the Acyclic Carbon Skeleton of Filipin III. And the article contained the following:

The synthesis of the carbon skeleton I of filipin III (II), a polyenic macrolactone possessing 11 stereogenic centers, has been achieved using a convergent strategy with a longest linear sequence of 19 steps starting from hexanal. The construction of the polyene has been realized by using two successive Heck couplings as the key steps. The control of the stereogenic centers of the polyol fragment has been performed by utilizing an Evans aldolization, a 1,3-syn aldolization, enantio- and diastereoselective allylations, an hemiacetalization/oxa-Michael sequence and a 1,3-syn reduction The polyol and polyenic fragments have been coupled using a 1,5-anti diastereoselective aldolization followed by a 1,3-anti reduction The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Electric Literature of 168297-86-7

The Article related to filipin iii acyclic carbon skeleton preparation convergent strategy, hexanal synthon filipin iii acyclic carbon skeleton, successive heck coupling reaction filipin iii synthesis, aldolization evans syn anti filipin iii synthesis, enantioselective allylation filipin iii synthesis, diastereoselective allylation filipin iii synthesis and other aspects.Electric Literature of 168297-86-7

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

 

Sciotti, Richard J. et al. published their patent in 2002 |CAS: 97859-49-9

The Article related to oxazolidinone chemotherapeutic agent asym synthesis chemotherapy toxicity treatment method, psoriasis treatment method oxazolidinone chemotherapeutic agent asym synthesis, arthritis treatment method oxazolidinone chemotherapeutic agent asym synthesis, bacterial infection treatment method oxazolidinone chemotherapeutic agent asym synthesis and other aspects.HPLC of Formula: 97859-49-9

On March 7, 2002, Sciotti, Richard J.; Djuric, Steven W.; Pliushchev, Marina published a patent.HPLC of Formula: 97859-49-9 The title of the patent was Preparation of oxazolidinone chemotherapeutic agents. And the patent contained the following:

Compounds of the formula I [A = Ph, substituted five-membered aromatic ring containing 1 or 2 atoms selected from N, O, and S and the remaining atoms are carbon, or substituted 6-membered aromatic ring containing 1 or 2 nitrogen atoms and the remaining atoms are carbon; R1, R2 = independently H, alkyl, cycloalkyl, hydroxy, amino, halo, haloalkyl, and perfluoroalkyl; R3 = optionally substituted alkyl, alkanoyl, carboxamido, cycloalkyl, cyclothioalkoxy, etc.; R4 = substituted N, O, or S] or therapeutically acceptable salts or prodrugs thereof were prepared Thus, Me 4-((4-((5S)-5-((acetylamino)methyl)-2-oxo-1,3-oxazolidin-3-yl)-2-fluorophenyl)ethynyl)benzoate (II) was synthesized in 6 steps from (5R)-5-(hydroxymethyl)-1,3-oxazolidin-2-one (III). Oxazolidinones of formula I are useful for treating bacterial infections, psoriasis, arthritis, and toxicity due to chemotherapy. Preparation of the compounds, compositions containing the compounds, and treatment of diseases using the compounds are disclosed. The experimental process involved the reaction of (R)-5-(Hydroxymethyl)oxazolidin-2-one(cas: 97859-49-9).HPLC of Formula: 97859-49-9

The Article related to oxazolidinone chemotherapeutic agent asym synthesis chemotherapy toxicity treatment method, psoriasis treatment method oxazolidinone chemotherapeutic agent asym synthesis, arthritis treatment method oxazolidinone chemotherapeutic agent asym synthesis, bacterial infection treatment method oxazolidinone chemotherapeutic agent asym synthesis and other aspects.HPLC of Formula: 97859-49-9

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem