Category: 617-55-0

Hirama, Masahiro; Nakamine, Takeshi; Ito, Sho published the artcile< Synthesis of the C11-C28 subunit of the avermectins>, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate, the main research area is avermectin fragment preparation; dioxaspiroundecanehexenol.

Construction of the trisubstituted double bond of the C(11)-C(28) subunit I of avermectin A1a and B1a has been achieved in 5 steps from the sulfone II and the aldehyde III.

Tetrahedron Letters published new progress about 617-55-0. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate.

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

Zheng, Xiao; Huang, Pei Qiang; Ruan, Yuan Ping; Lee, Albert W. M.; Chan, Wing Hong published the artcile< A new asymmetric synthesis of (R)-3-methylpyrrolidine alkaloids starting from (S)-malic acid>, Formula: C6H10O5, the main research area is methylpyrrolidine alkaloid asym synthesis malate; pyrrolidine methyl alkaloid asym synthesis; leptothoracine synthesis.

Diastereoselective methylation of di-Me (S)-malate followed by two three-step reductive dehydroxylation procedures afforded di-Me (R)-2-methylsuccinate in 80.2% and 84.7% ee resp., the later was further transformed into the natural enantiomers of ant venom alkaloids (R)-leptothoracine (I) and (R)-3-methyl-N-(2-phenylethyl)pyrrolidine and (3R,2’S)-3-methyl-N-(2-methylbutyl)pyrrolidine.

Heterocycles published new progress about Alkaloids Role: SPN (Synthetic Preparation), PREP (Preparation) (pyrrolidine). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Formula: C6H10O5.

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

Negishi, Shoko; Ishibashi, Hiroyuki; Matsuo, Jun-ichi published the artcile< Asymmetric Synthesis of 2,3-Dihydro-4-pyranones by Reaction of Chiral 3-Alkoxycyclobutanone and Aldehydes>, COA of Formula: C6H10O5, the main research area is asym dihydropyranone preparation diastereoselective cycloaddition; diastereoselective cycloaddition chiral alkoxycyclobutanone aldehyde reactant dihydropyranone preparation; titanium tin chloride mediated diastereoselective cycloaddition enantioselective dihydropyranone preparation.

Chiral cyclobutanone I, which has Et L-lactate as a chiral auxiliary at the 3-position, reacted with aldehydes to give 2,3-dihydro-4-pyranones, e.g. II, in up to 93% ee by combined use of titanium(IV) chloride and tin(II) chloride.

Organic Letters published new progress about Aryl aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Clericuzio, Marco; Tabasso, Silvia; Garbarino, Juan A.; Piovano, Marisa; Cardile, Venera; Russo, Alessandra; Vidari, Giovanni published the artcile< Non-phenolic dicinnamamides from Pholiota spumosa: isolation, synthesis and antitumour activity>, Application of C6H10O5, the main research area is dicinnamamide isolation structure preparation Pholiota spumosa antitumor.

Two new amides derived from cinnamic acid, namely, (R)-2-hydroxyputrescine dicinnamamide and pholiotic acid {(2R)-2-[(S)-3-hydroxy-3-methylglutaryloxy]putrescine dicinnamamide}, in addition to the known compound maytenine (N1,N8-dicinnamoyl spermidine) were isolated from the fruiting bodies of the Basidiomycete Pholiota spumosa. The absolute configuration of (R)-2-hydroxyputrescine dicinnamamide was established as (R) by its total synthesis starting from (S)-di-Me malate, whereas that of pholiotic acid was determined by conversion into the known compound Me (S)-4-[(S)-1-(1-naphthalen-1-yl)-ethylcarbamoyl]-3-hydroxy-3-methylbutanoate. Maytenine and pholiotic acid exhibited an inhibitory effect on cell growth of the androgen-insensitive DU-145 prostate cancer cells, which suggests that these fungal polyamine conjugates, like other polyamine analogs, might have chemotherapeutic potential against androgen-independent prostatic cancer.

European Journal of Organic Chemistry published new progress about Amides Role: NPO (Natural Product Occurrence), PAC (Pharmacological Activity), PRP (Properties), PUR (Purification or Recovery), BIOL (Biological Study), OCCU (Occurrence), PREP (Preparation) (dicinnamamides). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Application of C6H10O5.

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

Hanaya, Tadashi; Schurrle, Karsten; Yamamoto, Hiroshi published the artcile< Synthesis of functionalized phospholane oxides and phosphorinane oxides from 1,4- and 1,5-di-O-mesyloxy compounds>, Related Products of 617-55-0, the main research area is threitol cyclization oxidation phenylphosphine; mesoxylitol cyclization oxidation phenylphosphine; phospholane oxide methoxyphenyl preparation; phosphorinane oxide methoxyphenyl preparation.

Treatment of 1,4-di-O-mesyl-2,3-di-O-methyl-L-threitol with phenylphosphine in the presence of Na hydride in DMSO, followed by the action of H2O2, afforded 3,4-dimethoxy-1-phenylphospholane 1-oxide, while the same treatment of 1,5-di-O-mesyl-2,3,4-tri-O-methyl-mesoxylitol provided 2,3,4-trimethoxy-1-phenylphosphorinane 1-oxide.

Heterocycles published new progress about Cyclization. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Related Products of 617-55-0.

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

Maki, Toshikatsu; Ishihara, Kazuaki; Yamamoto, Hisashi published the artcile< New boron(III)-catalyzed amide and ester condensation reactions>, Quality Control of 617-55-0, the main research area is boron catalysis carboxylic acid esterification amidation green chem; polystyrene bound alkylated boronopyridinium salt preparation catalysis esterification amidation; Ritter addition catalysis benzodioxaborole; crystal structure cyclocondensed dodecamer quaternized boronopyridinium iodide; mol structure cyclocondensed dodecamer quaternized boronopyridinium iodide.

In 1996, the authors reported that benzeneboronic acids bearing electron-withdrawing groups at the meta- or para-position are highly effective catalysts for the amide condensation reaction in less-polar solvents. The authors now report that N-alkyl-4-boronopyridinium halides are more effective catalysts than the previous ones in more polar solvents. N-Alkyl-4-boronopyridinium halides are effective not only for amide condensation between equimolar mixtures of carboxylic acids and amines but also for the esterification of α-hydroxycarboxylic acids in alc. solvents. Furthermore, perchlorocatecholborane is more effective than areneboronic acids for the amide condensation of sterically demanding carboxylic acids. Lewis acid-assisted Bronsted acid (LBA), which was prepared from a 1:2 M mixture of boric acid and tetrachlorocatechol, is effective for the Ritter reaction from alcs. and nitriles to amides. The crystal and mol. structures of a cyclocondensed dodecamer of 4-borono-1-methylpyridinium iodide were determined by x-ray crystallog.

Tetrahedron published new progress about Addition reaction catalysts (Ritter). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Quality Control of 617-55-0.

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

Vodicka, Petr; Streinz, Ludvik; Vavra, Jan; Koutek, Bohumir; Budesinsky, Milos; Ondracek, Jan; Cisarova, Ivana published the artcile< Synthesis of (R)- and (S)-3,3,3-trifluoro-2-phenylpropanoyl isocyanates and their use as reactive analogues of Mosher's acid>, SDS of cas: 617-55-0, the main research area is isocyanate trifluorophenylpropanoyl Mosher preparation alc addition; carbamate preparation.

The title isocyanates have been prepared from the resp. 3,3,3-trifluoro-2-methoxy-2-phenylpropanoic acids (MTPA) by a three-step synthesis with MTPA chloride and MTPA amide as reaction intermediates. The requested compounds were obtained in high chem. yields without any change in optical purity during the preparation To ascertain the usefulness of this auxiliary agent in the chiral anal., both 3,3,3-trifluoro-2-phenylpropanoyl isocyanates were subjected in NMR tubes to non-catalyzed reactions with 16 different com. available chiral alcs. The steric arrangement of all diastereomers prepared correlated well with their NMR spectral nonequivalence data (Δδ), thus demonstrating the regular sign distribution of Δδ of particular groups according to the devised mol. model.

Chirality published new progress about Alcohols, chiral Role: RCT (Reactant), RACT (Reactant or Reagent). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, SDS of cas: 617-55-0.

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

Wiegrebe, Wolfgang; Prior, Silvia; Mayer, Klaus K. published the artcile< Detection of inversion in the conversion of optically active 1-[2-(hydroxymethyl)benzyl]-N-methyl-1,2,3,4-tetrahydroisoquinolines to 3-phenylisochromans>, COA of Formula: C6H10O5, the main research area is isoquinoline conversion isochroman configuration inversion; chloroformate cleavage isoquinoline; laudanosine cleavage chloroformate.

Optically active isoquinolines I reacted with EtO2CCl to give optically active isochromans II (Z = H2). Oxidation to isochromanones II (Z = O) and degradation with ozone to malic acid indicated that inversion of configuration occurred during the reaction with EtO2CCl.

Archiv der Pharmazie (Weinheim, Germany) published new progress about Absolute configuration. 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

Huang, Pei-Qiang; Lan, Hong-Qiao; Zheng, Xiao; Ruan, Yuan-Ping published the artcile< A Concise Asymmetric Synthesis of (2S,3S,7S)-3,7-Dimethylpentadecan-2-yl Acetate and Propionate, the Sex Pheromones of Pine Sawflies>, Formula: C6H10O5, the main research area is dimethylpentadecanyl acetate propionate asym synthesis pine sawfly sex pheromone; pentadecanyl acetate propionate dimethyl asym synthesis pine sawfly pheromone; chemoselective regioselective stereoselective ester reduction epoxidation dimethylpentadecanyl acetate propionate; epoxide opening chemoselective regioselective stereoselective dimethylpentadecanyl acetate propionate synthesis.

(2S,3S,7S)-3,7-Dimethylpentadecan-2-yl acetate (I) and its propionate analog (II) are the main sex pheromones of all Neodiprion species and Diprion similes, resp. Starting from (S)-malic acid and employing a highly chemo-, regio-, and stereoselective tandem ester reduction-epoxide formation-reductive epoxide-opening reaction protocol, an efficient total synthesis of (2S,3S,7S)-I and II is reported herein.

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

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

Boger, Dale L.; Panek, James S. published the artcile< Preparation of (R)-(+)- and (S)-(-)-4-iodo-1,2-epoxybutane [(R)- and (S)-(2-iodoethyl)oxirane], useful chiral synthons>, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate, the main research area is iodoepoxybutane stereoselective preparation; epoxybutane iodo stereoselective preparation; malic acid reduction; butanetriol base catalyzed ring closure; iodoethyloxirane stereoselective preparation; oxirane iodoethyl stereoselective preparation.

S-Epoxybutane I (R = iodo) was prepared by LiAlH4 reduction of S-R1CH2CH(OR2)R1 (II; R1 = MeO2C, R2 = 2-tetrahydropyranyl) followed by mesylation and hydrolysis to give S-II (R1 = CH2OSO2Me, R2 = H) which was treated with K2CO3 to give S-I (R = OSO2Me) which was then iodinated by NaI. Reduction of S-II (R1 = CO2Me, R2 = MeOCMe2) followed by acetylation in the presence of 4-dimethylaminopyridine gave S-II (R1 = AcOCH2) (III). III was hydrolyzed and then mesylated to give S-II (R2 = OSO2Me) which was treated with K2CO3 and MeOSO2Cl to give R-I (R = CH2OSO2Me) (IV). Treating IV with NaI at 25° gave R-I (R = iodo).

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

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