Tag: M.W=150-200

Tandon, Vishnu K.; Van Leusen, Albert M.; Wynberg, Hans published the artcile< Synthesis of enantiomerically pure (S)-(+)-3-hydroxytetrahydrofuran, and its (R)-enantiomer, from malic or tartaric acid>, Safety of (S)-Dimethyl 2-hydroxysuccinate, the main research area is furanol tetrahydro enantiomer; hydroxytetrahydrofuran enantiomer; butanetriol cyclodehydration.

The title compounds [(S)- and (R)-I] were prepared in high yield and high enantiomeric purity by cyclodehydration of (S)- and (R)-1,2,4-butanetriol, resp. Thus, (S)-HO2CCH(OH)CH2CO2H was esterified and reduced with LiAlH4 to give the (S)-triol, which was treated with 4-MeC6H4SO3H to give 87% (S)-I.

Journal of Organic Chemistry published new progress about Cyclization. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Safety of (S)-Dimethyl 2-hydroxysuccinate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Nielsen, Christian D.-T.; Zivkovic, Filip G.; Schoenebeck, Franziska published the artcile< Synthesis of N-CF3 Alkynamides and Derivatives Enabled by Ni-Catalyzed Alkynylation of N-CF3 Carbamoyl Fluorides>, SDS of cas: 19241-24-8, the main research area is trimethylsilylacetylene trifluoromethyl carbamoyl fluoride nickel catalyst chemoselective alkynylation; trifluoromethyl propiolamide preparation.

The first synthetic access to N-trifluoromethyl alkynamides was reported. Our strategy relies on a mild and operationally simple Ni-catalyzed coupling of N-CF3 carbamoyl fluorides with alkynyl silanes. The synthesized N-CF3 alkynamides proved to be highly robust and readily functioned as a platform to unlock access to valuable derivatives, such as N-CF3 decorated alkenyl amides, oxindoles, or quinolones, all of which were inaccessible to date.

Journal of the American Chemical Society published new progress about Alkylation, chemoselective. 19241-24-8 belongs to class esters-buliding-blocks, and the molecular formula is C11H13NS, SDS of cas: 19241-24-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Benouatas, Assia; Laroum, Rima; Hamdouni, Noudjoud; Zemamouche, Wissame; Debache, Abdelmadjid; Boudjada, Ali published the artcile< Structural study and Hirshfeld surface analysis of (Z)-4-(2-methoxybenzylidene)-3-phenylisoxazol-5(4H)-one>, COA of Formula: C11H12O3, the main research area is methoxybenzylidene phenylisoxazolone hirshfeld surface hydrogen bond crystal structure; Hirshfeld surface analysis; crystal structure; hydrogen bonding; isoxazole; meth­oxy­benzyl­idene; π–π stacking.

The title compound, C17H13NO3, adopts a Z configuration about the C=C bond. The isoxazole and methoxybenzylidene rings are almost coplanar with a dihedral angle of 9.63 (7)° between them. In contrast, the Ph substituent is twisted significantly out of the plane of the oxazole ring, with the two rings inclined to each other by 46.22 (4)°. The crystal structure features C-H···O, C-H···N and C-H···π hydrogen bonds and π-π contacts. An anal. of the Hirshfeld surfaces points to the importance of H···H, H···C/C···H and H···O/O···H contacts. The included surface areas of the title compound were compared to those of the isomeric structure (Z)-4-(4-methoxybenzylidene)-3-phenylisoxazol-5(4H)-one [Zhang et al. (2015). CrystEngComm, 17, 7316-7322].

Acta Crystallographica, Section E: Crystallographic Communications published new progress about Crystal structure. 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, COA of Formula: C11H12O3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Schleicher, Kristin D.; Jamison, Timothy F. published the artcile< A reductive coupling strategy towards ripostatin A>, COA of Formula: C6H10O5, the main research area is ripostatin A synthesis reductive coupling enyne epoxide; catalysis; natural product; nickel; reductive coupling; ripostatin A; synthesis.

Synthetic studies on the antibiotic natural product ripostatin A have been carried out with the aim to construct the C9-C10 bond by a nickel(0)-catalyzed coupling reaction of an enyne and an epoxide, followed by rearrangement of the resulting dienylcyclopropane intermediate to afford the skipped 1,4,7-triene. A cyclopropyl enyne fragment, I, corresponding to C1-C9 has been synthesized in high yield and demonstrated to be a competent substrate for the nickel(0)-catalyzed coupling with a model epoxide. Several synthetic approaches toward the C10-C26 epoxide have been pursued. The C13 stereocenter can be set by allylation and reductive decyanation of a cyanohydrin acetonide. A mild, fluoride-promoted decarboxylation enables construction of the C15-C16 bond by an aldol reaction. The product of this transformation, ketone II, is of the correct oxidation state and potentially three steps removed from the targeted epoxide fragment.

Beilstein Journal of Organic Chemistry published new progress about Reductive coupling reaction. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, COA of Formula: C6H10O5.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Critcher, Douglas; Pattenden, Gerald published the artcile< Synthetic studies towards pateamine, a novel thiazole-based 19-membered bis-lactone from Mycale sp>, Reference of 617-55-0, the main research area is pateamine lactone preparation.

A concise synthesis of the 19-membered bis-lactone core I present in pateamine using chiral pool starting materials and featuring an intramol. Stille coupling reaction as a key stratagem, is described.

Tetrahedron Letters published new progress about 617-55-0. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Reference of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Wimmer, Eric; Borghese, Sophie; Blanc, Aurelien; Beneteau, Valerie; Pale, Patrick published the artcile< Zeolite-Based Organic Synthesis (ZeoBOS) of Acortatarin A: First Total Synthesis Based on Native and Metal-Doped Zeolite-Catalyzed Steps>, Reference of 7126-50-3, the main research area is acortatarin A total synthesis zeolite organic synthesis; spiroketalization silver zeolite catalyst total synthesis acortatarin A; cross coupling copper zeolite catalyst total synthesis acortatarin A; copper; doped-zeolite; silver; spiroketalization; ynamide formation.

Similarly to polymer-supported assisted synthesis (PSAS), organic synthesis could be envisaged being performed by using zeolites, native or metal-doped, as heterogeneous catalysts. To illustrate this unprecedented Zeolite-Based Organic Synthesis (ZeoBOS), the total synthesis of acortatarin A (I) was achieved through a novel strategy and using five out of eleven synthetic steps catalyzed by H- or metal-doped zeolites as catalysts. Notably, the formation of an yne-pyrrole intermediate with a copper-doped zeolite and the spiroketalization of an alkyne diol with a silver-doped zeolite have been developed as key steps of the synthesis.

Chemistry – A European Journal published new progress about Cross-coupling reaction. 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, Reference of 7126-50-3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Dean, Jacob C.; Kusaka, Ryoji; Walsh, Patrick S.; Allais, Florent; Zwier, Timothy S. published the artcile< Plant Sunscreens in the UV-B: Ultraviolet Spectroscopy of Jet-Cooled Sinapoyl Malate, Sinapic Acid, and Sinapate Ester Derivatives>, HPLC of Formula: 617-55-0, the main research area is plant UV B UV spectroscopy jet cold sinapate derivative.

UV spectroscopy of sinapoyl malate, an essential UV-B screening agent in plants, was carried out in the cold, isolated environment of a supersonic expansion to explore its intrinsic UV spectral properties in detail. Despite these conditions, sinapoyl malate displays anomalous spectral broadening extending well over 1000 cm-1 in the UV-B region, presenting the tantalizing prospect that nature’s selection of UV-B sunscreen is based in part on the inherent quantum mech. features of its excited states. Jet-cooling provides an ideal setting in which to explore this topic, where complications from intermol. interactions are eliminated. In order to better understand the structural causes of this behavior, the UV spectroscopy of a series of sinapate esters was undertaken and compared with ab initio calculations, starting with the simplest sinapate chromophore sinapic acid, and building up the ester side chain to sinapoyl malate. This “”deconstruction”” approach provided insight into the active mechanism intrinsic to sinapoyl malate, which is tentatively attributed to mixing of the bright V (1ππ*) state with an adiabatically lower 1nπ* state which, according to calculations, shows unique charge-transfer characteristics brought on by the electron-rich malate side chain. All members of the series absorb strongly in the UV-B region, but significant differences emerge in the appearance of the spectrum among the series, with derivatives most closely associated with sinapoyl malate showing characteristic broadening even under jet-cooled conditions. The long vibronic progressions, conformational distribution, and large oscillator strength of the V (ππ*) transition in sinapates makes them ideal candidates for their role as UV-B screening agents in plants.

Journal of the American Chemical Society published new progress about Ab initio methods. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, HPLC of Formula: 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Tandon, Vishnu K.; Van Leusen, Albert M.; Wynberg, Hans published the artcile< Synthesis of enantiomerically pure (S)-(+)-3-hydroxytetrahydrofuran, and its (R)-enantiomer, from malic or tartaric acid>, Safety of (S)-Dimethyl 2-hydroxysuccinate, the main research area is furanol tetrahydro enantiomer; hydroxytetrahydrofuran enantiomer; butanetriol cyclodehydration.

The title compounds [(S)- and (R)-I] were prepared in high yield and high enantiomeric purity by cyclodehydration of (S)- and (R)-1,2,4-butanetriol, resp. Thus, (S)-HO2CCH(OH)CH2CO2H was esterified and reduced with LiAlH4 to give the (S)-triol, which was treated with 4-MeC6H4SO3H to give 87% (S)-I.

Journal of Organic Chemistry published new progress about Cyclization. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Safety of (S)-Dimethyl 2-hydroxysuccinate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Nielsen, Christian D.-T.; Zivkovic, Filip G.; Schoenebeck, Franziska published the artcile< Synthesis of N-CF3 Alkynamides and Derivatives Enabled by Ni-Catalyzed Alkynylation of N-CF3 Carbamoyl Fluorides>, SDS of cas: 19241-24-8, the main research area is trimethylsilylacetylene trifluoromethyl carbamoyl fluoride nickel catalyst chemoselective alkynylation; trifluoromethyl propiolamide preparation.

The first synthetic access to N-trifluoromethyl alkynamides was reported. Our strategy relies on a mild and operationally simple Ni-catalyzed coupling of N-CF3 carbamoyl fluorides with alkynyl silanes. The synthesized N-CF3 alkynamides proved to be highly robust and readily functioned as a platform to unlock access to valuable derivatives, such as N-CF3 decorated alkenyl amides, oxindoles, or quinolones, all of which were inaccessible to date.

Journal of the American Chemical Society published new progress about Alkylation, chemoselective. 19241-24-8 belongs to class esters-buliding-blocks, and the molecular formula is C11H13NS, SDS of cas: 19241-24-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Benouatas, Assia; Laroum, Rima; Hamdouni, Noudjoud; Zemamouche, Wissame; Debache, Abdelmadjid; Boudjada, Ali published the artcile< Structural study and Hirshfeld surface analysis of (Z)-4-(2-methoxybenzylidene)-3-phenylisoxazol-5(4H)-one>, COA of Formula: C11H12O3, the main research area is methoxybenzylidene phenylisoxazolone hirshfeld surface hydrogen bond crystal structure; Hirshfeld surface analysis; crystal structure; hydrogen bonding; isoxazole; meth­oxy­benzyl­idene; π–π stacking.

The title compound, C17H13NO3, adopts a Z configuration about the C=C bond. The isoxazole and methoxybenzylidene rings are almost coplanar with a dihedral angle of 9.63 (7)° between them. In contrast, the Ph substituent is twisted significantly out of the plane of the oxazole ring, with the two rings inclined to each other by 46.22 (4)°. The crystal structure features C-H···O, C-H···N and C-H···π hydrogen bonds and π-π contacts. An anal. of the Hirshfeld surfaces points to the importance of H···H, H···C/C···H and H···O/O···H contacts. The included surface areas of the title compound were compared to those of the isomeric structure (Z)-4-(4-methoxybenzylidene)-3-phenylisoxazol-5(4H)-one [Zhang et al. (2015). CrystEngComm, 17, 7316-7322].

Acta Crystallographica, Section E: Crystallographic Communications published new progress about Crystal structure. 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, COA of Formula: C11H12O3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics