Category: 115314-17-5

Burgos, Carmen E. published the artcileAsymmetric synthesis of the diastereoisomers of the leukotriene B₄ antagonist, U-75302, Name: (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, the publication is Tetrahedron Letters (1989), 30(38), 5081-4, database is CAplus.

A synthesis of the 4 diastereoisomers of U-75302 (I) was completed with (R)- and (S)-glycidol as the precursors to the C-5 chiral centers and asym. reductions of a ketone to generate the C-12 centers. (12R)-I are the active leukotriene B₄ antagonists.

Tetrahedron Letters published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, Name: (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Murthy, Satya S. published the artcileA facile stereospecific synthesis of the [²H₆]-isopropyl-labeled metoprolol enantiomers from (2R)- and (2S)-glycidyl 3-nitrobenzenesulfonate, SDS of cas: 115314-17-5, the publication is Journal of Labelled Compounds and Radiopharmaceuticals (1990), 28(12), 1410-16, database is CAplus.

Enantiomers of metoprolol, e.g. I, containing six deuterium atoms in the iso-Pr Me groups were prepared in two steps from the sodium salt of 4-(2-methoxyethyl)phenol and the com. available (2R)- and (2S)-glycidyl 3-nitrobenzenesulfonate. The resulting (2R)- and (2S)-epoxides were opened using [²H₆]-isopropylamine. The enantiomeric excesses were 93 and 95% for the deuterated (2R)- and (2S)-enantiomers of metoprolol as determined by chiral column HPLC.

Journal of Labelled Compounds and Radiopharmaceuticals published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, SDS of cas: 115314-17-5.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Okamoto, Akimitsu published the artcileSite-Selective DNA Alkylation of GG Steps by Naphthaldiimide Derivatives Possessing Enantiomeric Epoxide, COA of Formula: C9H9NO6S, the publication is Organic Letters (2000), 2(21), 3249-3251, database is CAplus and MEDLINE.

We have synthesized an enantiomeric pair of novel DNA alkylating agents consisting of a naphthaldiimide intercalator and a chiral epoxy side chain. These naphthaldiimide derivatives have high DNA binding affinity and selectively alkylate 5’G of the GG steps for (S)-epoxide and 3’G for (R)-epoxide.

Organic Letters published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, COA of Formula: C9H9NO6S.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Kitaori, Kazuhiro published the artcileCsF in organic synthesis. A convenient synthesis of cyclopropano lactone from glycidyl nosylate, SDS of cas: 115314-17-5, the publication is Synlett (1998), 499-500, database is CAplus.

(S)-glycidyl 3-nitrobenzenesulfonate (nosylate) is transformed in 1-pot to cyclopropano lactones I (Me, Et, CH₂:CHCH₂, PhCH₂, 4-O₂NC₆H₄CH₂) with high enantioselectivity by reaction with appropriate CH₂(CO₂R)₂ in the presence of CsF in DMF.

Synlett published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, SDS of cas: 115314-17-5.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Chiummiento, Lucia published the artcileNew indolic non-peptidic HIV protease inhibitors from (S)-glycidol: synthesis and preliminary biological activity, Safety of (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, the publication is Tetrahedron (2009), 65(31), 5984-5989, database is CAplus.

A series of non-peptidic HIV protease inhibitors, e.g., I, were synthesized starting from the same optically active precursor, (S)-glycidol. The substrate was easily converted into different indolic sulfonamides or amines by regioselective reactions. The preliminary inhibitory activity was evaluated.

Tetrahedron published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, Safety of (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Chiummiento, Lucia published the artcileSynthesis and biological evaluation of novel small non-peptidic HIV-1 PIs: The benzothiophene ring as an effective moiety, HPLC of Formula: 115314-17-5, the publication is Bioorganic & Medicinal Chemistry Letters (2012), 22(8), 2948-2950, database is CAplus and MEDLINE.

Synthesis and biol. evaluation of a new series of potential HIV-1 protease inhibitors incorporating different heterocycles are described. The variation of heteroatom in such mols. has displayed totally different biol. activities and a benzothiophene containing inhibitor has shown high potency against wild type HIV-1 protease with IC₅₀ = 60 nM, thanks to the lower desolvation penalty to be payed by such hydrophobic moiety.

Bioorganic & Medicinal Chemistry Letters published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, HPLC of Formula: 115314-17-5.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Adam, Jean-Michel published the artcileDevelopment of a Scalable Synthesis of (S)-3-Fluoromethyl-γ-butyrolactone, Building Block for Carmegliptin’s Lactam Moiety, Quality Control of 115314-17-5, the publication is Organic Process Research & Development (2011), 15(3), 515-526, database is CAplus.

Several new routes are reported for the synthesis of (S)-3-fluoromethyl-γ-butyrolactone. An asym. hydrogenation-based synthesis was chosen as the enabling route to produce the lactone on a 10-kg scale. A superior stereoselective route starting from (S)-tert-Bu glycidyl ether which afforded the desired lactone in three steps with ∼50% overall yield was finally selected for further development and production

Organic Process Research & Development published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, Quality Control of 115314-17-5.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Naidoo, Jacinth published the artcileDiscovery of a Neuroprotective Chemical, (S)-N-(3-(3,6-Dibromo-9H-carbazol-9-yl)-2-fluoropropyl)-6-methoxypyridin-2-amine [(-)-P7C3-S243], with Improved Druglike Properties, Category: esters-buliding-blocks, the publication is Journal of Medicinal Chemistry (2014), 57(9), 3746-3754, database is CAplus and MEDLINE.

(-)-P7C3-S243 (I) is a neuroprotective aminopropyl carbazole with improved druglike properties compared with previously reported compounds in the P7C3 class. It protects developing neurons in a mouse model of hippocampal neurogenesis and protects mature neurons within the substantia nigra in a mouse model of Parkinson’s disease. A short, enantioselective synthesis provides the neuroprotective agent in optically pure form. It is nontoxic, orally bioavailable, metabolically stable, and able to cross the blood-brain barrier. As such, it represents a valuable lead compound for the development of drugs to treat neurodegenerative diseases and traumatic brain injury.

Journal of Medicinal Chemistry published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, Category: esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Gaiser, Birgit I. published the artcileProbing the Existence of a Metastable Binding Site at the β₂-Adrenergic Receptor with Homobivalent Bitopic Ligands, Recommanded Product: (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, the publication is Journal of Medicinal Chemistry (2019), 62(17), 7806-7839, database is CAplus and MEDLINE.

Herein, we report the development of bitopic ligands aimed at targeting the orthosteric binding site (OBS) and a metastable binding site (MBS) within the same receptor unit. Previous mol. dynamics studies on ligand binding to the β₂-adrenergic receptor (β₂AR) suggested that ligands pause at transient, less-conserved MBSs. We envisioned that MBSs can be regarded as allosteric binding sites and targeted by homobivalent bitopic ligands linking two identical pharmacophores. Such ligands were designed based on docking of the antagonist (S)-alprenolol into the OBS and an MBS and synthesized. Pharmacol. characterization revealed ligands with similar potency and affinity, slightly increased β₂/β₁AR-selectivity, and/or substantially slower β₂AR off-rates compared to (S)-alprenolol. Truncated bitopic ligands suggested the major contribution of the metastable pharmacophore to be a hydrophobic interaction with the β₂AR, while the linkers alone decreased the potency of the orthosteric fragment. Altogether, the study underlines the potential of targeting MBSs for improving the pharmacol. profiles of ligands.

Journal of Medicinal Chemistry published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, Recommanded Product: (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Narjes, Frank published the artcileDiscovery of (7R)-14-Cyclohexyl-7-{[2-(dimethylamino)ethyl](methyl) amino}-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylic Acid (MK-3281), a Potent and Orally Bioavailable Finger-Loop Inhibitor of the Hepatitis C Virus NS5B Polymerase, Recommanded Product: (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, the publication is Journal of Medicinal Chemistry (2011), 54(1), 289-301, database is CAplus and MEDLINE.

Infections caused by hepatitis C virus (HCV) are a significant world health problem for which novel therapies are in urgent demand. The polymerase of HCV is responsible for the replication of viral genome and has been a prime target for drug discovery efforts. Here, we report on the further development of tetracyclic indole inhibitors, binding to an allosteric site on the thumb domain. Structure-activity relationship (SAR) studies around an indolo-benzoxazocine scaffold led to the identification of compound 33 (MK-3281), an inhibitor with good potency in the HCV subgenomic replication assay and attractive mol. properties suitable for a clin. candidate. The compound caused a consistent decrease in viremia in vivo using the chimeric mouse model of HCV infection.

Journal of Medicinal Chemistry published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, Recommanded Product: (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics