Tag: M.W=200-250

Yu, Jeongjae published the artcileSynthesis of new C3 symmetric amino acid- and aminoalcohol-containing chiral stationary phases and application to HPLC enantioseparations, Category: thiazole, the main research area is chiral HPLC stationary phase synthesis peptide coupling amino acid; phenylglycinol phenylglycine leucine phenyl amide HPLC stationary phase silica; HPLC enantioseparation aromatic compound; (R)-phenylglycine; (S)-leucine; (S)-leucinol; C3 symmetry; HPLC; N-phenyl amide; chiral stationary phases.

We recently reported a new C3-sym. (R)-phenylglycinol N-1,3,5-benzenetricarboxylic acid-derived chiral high-performance liquid chromatog. (HPLC) stationary phase (CSP 1) that demonstrated better results as compared to a previously described N-3,5-dintrobenzoyl (DNB) (R)-phenylglycinol-derived CSP. Over a decade ago, (S)-leucinol, (R)-phenylglycine, and (S)-leucine derivatives were used as the starting materials of 3,5-DNB-based Pirkle-type CSPs for chiral separation In this study, three new C3-sym. CSPs (CSP 2, 3, and 4) were prepared by combining the ideas and results mentioned above. Here we describe the synthetic procedures and applications of the new C3-sym. CSPs (CSP 2-CSP 4).

Chirality published new progress about Amino acids Role: RCT (Reactant), RACT (Reactant or Reagent). 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Category: thiazole.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Crimmins, Michael T. published the artcileSynthesis and diastereoselective aldol reactions of a thiazolidinethione chiral auxiliary, Application In Synthesis of 171877-39-7, the main research area is thiazolidinethione chiral auxiliary; propanoyl thiazolidinethione syn aldol.

Thiazolidinethione chiral auxiliary I (R = H) is prepared from (S)-phenylalaninol and carbon disulfide. Propanoylated I [R = C(O)CH2CH3] can be used for either Evans syn aldol reactions or non-Evans syn aldol reactions with a variety of aldehydes, in good yield with good stereoselectivity.

Organic Syntheses published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Application In Synthesis of 171877-39-7.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Sanichar, Randy published the artcileDess-Martin periodinane oxidative rearrangement for preparation of α-keto thioesters, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione, the main research area is Dess Martin periodinane oxidative rearrangement alpha keto thioester preparation; keto thioester preparation oxidation beta hydroxy thioester.

A Dess-Martin Periodinane (DMP) mediated oxidative rearrangement reaction was uncovered. The reaction proceeds via oxidation of a β-hydroxy thioester to a β-keto thioester, followed by an α-hydroxylation and then further oxidation to form a vicinal thioester tricarbonyl. This product then rearranges, extruding CO2, to form an α-keto product. The mechanism of the rearrangement was elucidated using 13C labeling and anal. of the intermediates as well as the products of the reaction. This efficient process allows for easy preparation of α-keto thioesters which are potential intermediates in the synthesis of pharmaceutically important heterocyclic scaffolds such as quinoxalinones.

Organic & Biomolecular Chemistry published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Baiget, Jessica published the artcileOn the influence of chiral auxiliaries in the stereoselective cross-coupling reactions of titanium enolates and acetals, Safety of (S)-4-Benzylthiazolidine-2-thione, the main research area is acylthiazolidinethione titanium enolate coupling acetal.

Titanium enolates from chiral N-propanoyl-1,3-thiazolidine-2-thiones containing bulky substituents at C-4 turned out to be excellent platforms to get highly stereocontrolled cross-coupling reactions with acetals. Related oxazolidinethiones also afforded good results, but the corresponding oxazolidinones were completely unselective for such reactions, which proves that an exocyclic C=S bond is essential to attain a synthetically useful stereocontrol.

Tetrahedron published new progress about Acetals Role: RCT (Reactant), RACT (Reactant or Reagent). 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Safety of (S)-4-Benzylthiazolidine-2-thione.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Crimmins, Michael T.; Azman, Adam M. published the artcile< A modular, stereoselective approach to spiroketal synthesis>, Computed Properties of 171877-39-7, the main research area is modular stereoselective synthesis spiroketal milbemycin fragment.

A highly convergent and flexible synthetic approach to stereochem. defined spiroketals is reported. Substituents can be incorporated at various positions around the spiroketal framework without significant disruption to the synthetic scheme. The approach has been exploited to prepare the spiroketal fragment of milbemycin β14.

Synlett published new progress about Aldehydes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Computed Properties of 171877-39-7.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Michaelis, Lars; Schinzer, Dieter published the artcile< Studies toward the total synthesis of sorangicins: a shortened synthesis of the dioxabicyclo[3.2.1]octane core>, Application In Synthesis of 171877-39-7, the main research area is sorangicin preparation antibiotic antibacterial agent.

An access to the dioxabicyclo[3.2.1]octane core of 6-methyl-8-(3,3a,8,9,10,11,12,13,14,15,18,19,22,23,25,26,28,34a-octadecahydro-11,14,15-trihydroxy-10,38-dimethyl-28-oxo-9,13-epoxy-23,26-etheno-2,5-methano-2H,5H-furo[2,3-l][1,4,14]trioxacyclotritriacontin-25-yl)-7-nonenoic acid [i.e., (+)-sorangicin A] was developed, using a keto lactone formation, a Mukaiyama-Michael reaction and an epoxide opening as the key steps. The synthesis of the target compound was achieved using (4S)-4-(phenylmethyl)-2-thiazolidinethione as a chiral auxiliary. The title compound thus formed was (8E)-2,5:3,7-dianhydro-4,6,8,9-tetradeoxy-6-methyl-9-phenyl-L-glycero-L-gluco-non-8-enitol, (8E)-2,5:3,7-dianhydro-4,6,8,9-tetradeoxy-6-methyl-9-phenyl-L-glycero-L-gluco-non-8-enose.

Synlett published new progress about Antibacterial agents. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Application In Synthesis of 171877-39-7.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Nagase, Hiroshi published the artcile< Fungicides. XXII. Reaction of dimethyl acetylenedicarboxylate with dithiocarbamates, thiolcarbamates, thiosemicarbazides, and thiosemicarbazones>, Safety of 3-Benzyl-2-thioxothiazolidin-4-one, the main research area is acetylenedicarboxylate reaction; thiocarbamate reaction acetylenedicarboxylate; thiosemicarbazide reaction acetylenedicarboxylate; thiosemicarbazone reaction acetylenedicarboxylate; thiazolidone.

Dimethyl acetylenedicarboxylate reacted readily with dithiocarbamates, thiolcarbamates, thiosemicarbazides, and thiosemicarbazones to give 4-thiazolidones [I, R = H, alkyl, PhCH2, NH2; X = S (II), O NR1 (R1 = Me, Ph, substituted-methyleneamino)]. The exo double bond of 4-thiazolidones (II) was highly reactive to dithiocarbamates to give 2,2′-dithioxo-5,5′-bi-4-thiazolidones, which were autoxidized to 2,2′-dithioxo-Δ5,5′-bi-4-thiazolidones in the presence of catalytic amount of amines.

Chemical & Pharmaceutical Bulletin published new progress about 10574-69-3. 10574-69-3 belongs to class thiazole, and the molecular formula is C10H9NOS2, Safety of 3-Benzyl-2-thioxothiazolidin-4-one.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Rezania, Jafar; Behzadi, Hadi; Shockravi, Abbas; Ehsani, Morteza; Akbarzadeh, Elahe published the artcile< Corrigendum to ""Synthesis and DFT calculations of some 2-aminothiazoles"" [J. Mol. Struct. 1157 (5) (April 2018) 300-305] [Erratum to document cited in CA168:135942]>, Recommanded Product: 2-Amino-4-(3-nitrophenyl)thiazole, the main research area is aminothiazole preparation green chem DFT calculation erratum; ketone aryl thiourea cyclization iodine catalyst erratum.

In the original publication, there are errors in the affiliations section; the correction is provided here.

Journal of Molecular Structure published new progress about Alkyl aryl ketones Role: PRP (Properties), RCT (Reactant), RACT (Reactant or Reagent). 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, Recommanded Product: 2-Amino-4-(3-nitrophenyl)thiazole.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Lakhan, Ram; Singh, Om Prakash published the artcile< Local Anesthetics. Part III. Local anesthetic activity and synthesis of 2-(N-substituted or N,N-disubstituted aminoacetamido)-4-aryl thiazoles>, Reference of 57493-24-0, the main research area is anesthetic aminoacetamidoaryl thiazole.

Some new 2-(aminoacetamido)-4-phenylthiazoles [I; R’ = H or Et, R2 = H or alkyl, R1R2 = -(CH2)-5, X = NO2 or MeO, n = 1 or 2] were synthesized. Their hydrochlorides were screened for local anesthetic activity in the frog sciatic plexus preparation and this activity was compared with that of procaine hydrochloride. The 2-(N-substituted aminoacetamido)-4-m-nitrophenylthiazole hydrochlorides were the most potent, being almost twice as potent as procaine HCl in terms of the onset of anesthesia.

Agricultural and Biological Chemistry published new progress about Local anesthetics. 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, Reference of 57493-24-0.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Chen, Binhui; Guo, Shanshan; Guo, Xiao; Zhang, Guolin; Yu, Yongping published the artcile< Selective Access to 4-Substituted 2-Aminothiazoles and 4-Substituted 5-Thiocyano-2-aminothiazoles from Vinyl Azides and Potassium Thiocyanate Switched by Palladium and Iron Catalysts>, Formula: C9H7N3O2S, the main research area is aminothiazole preparation; thiocyanoaminothiazole preparation; palladium iron catalyst vinyl azide reaction potassium thiocyanate; thiazole amino preparation.

A highly selective construction of 4-substituted 2-aminothiazoles and 4-substituted 5-thiocyano-2-aminothiazoles, resp., catalyzed by palladium(II) acetate and promoted by iron(III) bromide from vinyl azides and potassium thiocyanate has been developed. E.g., reaction of PhC(:CH2)N3 with potassium thiocyanate, catalyzed by palladium(II) acetate gave 90% 2-aminothiazole derivative (I). Use of readily available starting materials, high selectivity, as well as mild reaction conditions make this practical method particularly attractive.

Organic Letters published new progress about Azides Role: RCT (Reactant), RACT (Reactant or Reagent) (vinyl). 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, Formula: C9H7N3O2S.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica