Category: 617-55-0

Jirousek, Michael R.; Gillig, James R.; Neel, David A.; Rito, Christopher J.; O’Bannon, Douglas; Heath, William F.; McDonald, John H. III; Faul, Margaret M.; Winneroski, Leonard L. published the artcile< Synthesis of bisindolylmaleimide macrocycles>, Quality Control of 617-55-0, the main research area is macrocycle bisindolylmaleimide; indolylmaleimide macrocycle; maleimide bisindolyl macrocyclic derivative.

The synthesis of a novel class of N,N’-macrocyclic bisindolylmaleimides, e.g., I, is reported. The key step involves a remarkably efficient intramol. cyclization reaction. The method was further developed to provide an efficient synthesis of this type of macrocycle through an intermol. alkylation with subsequent intramol. cyclization.

Bioorganic & Medicinal Chemistry Letters published new progress about Cyclization. 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

Hao, Bao-Yu; Liu, Jin-Qiang; Zhang, Wei-Han; Chen, Xin-Zhi published the artcile< Chiral pool synthesis of N-Cbz-cis-(3R,4R)-3-methylamino-4-methylpiperidine from L-malic acid>, Reference of 617-55-0, the main research area is methylaminomethylpiperidine chiral pool preparation malic acid.

A new synthetic route to N-Cbz-cis-(3R,4R)-3-methylamino-4-methylpiperidine, key intermediate for CP-690,550, was disclosed with L-malic acid as the chiral pool starting material. The title compound was obtained in 16 steps with a total yield of 26% and >98% ee.

Bulletin of the Korean Chemical Society published new progress about Diastereoselective synthesis. 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

Critcher, Douglas J.; Connolly, Stephen; Wills, Martin published the artcile< Total Synthesis of Halicholactone and Neohalicholactone>, Formula: C6H10O5, the main research area is halicholactone neohalicholactone total synthesis absolute configuration.

The total syntheses of the marine natural products neohalicholactone and halicholactone, in enantiomerically pure form, were reported. Key steps in the syntheses of each compound included a cis-selective Wittig reaction, stereoselective cyclopropanation, nine-membered lactone formation using the Yamaguchi method and late-stage stereoselective Cr(II)/Ni(II) mediated coupling of vinyl iodides (R,E)-Me(CH2)4CH(OSiPh2CMe3)CH:CHI and (1E,3R,5Z)-MeCH2CH:CHCH2CH(OSiMe2CMe3)CH:CHI with aldehyde I. In the case of the neohalicholactone synthesis the two major components, which were coupled in this convergent synthesis, were each derived from the enantiomers of com. available malic acid. The synthesis served to confirm the original assignment of absolute configuration which was made by Yamada and Clardy. It was also demonstrated, through the preparation of diastereoisomers, that another reported compound closely related to neohalicholactone was likely to be the 15-epineohalicholactone.

Journal of Organic Chemistry published new progress about Cyclopropanation (stereoselective). 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

Allingham, Matthew T.; Howard-Jones, Andrew; Murphy, Patrick J.; Thomas, Dafydd A.; Caulkett, Peter W. R. published the artcile< Synthesis and applications of C2-symmetric guanidine bases>, Synthetic Route of 617-55-0, the main research area is sym guanidine base preparation phase transfer catalyst enantioselective transformation.

The preparation of the tetracyclic C2-sym. guanidinium salts I·BF4- (R = Me, CH2OSiMe2CMe3, CH2OSiPh2CMe3) is reported together with their application to enantioselective transformations, such their effectiveness as phase-transfer catalysts.

Tetrahedron Letters published new progress about Aldol condensation catalysts, stereoselective. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Synthetic Route of 617-55-0.

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

Feenstra, R. W.; Stokkingreef, E. H. M.; Nivard, R. J. F.; Ottenheijm, H. C. J. published the artcile< An efficient synthesis of N-hydroxy α-amino acid derivatives of high optical purity>, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate, the main research area is hydroxy amino acid; substitution hydroxy ester triflate benzylhydroxylamine.

(S)-HOCHRCO2R1 (R = Me, R1 = Et; R = CH2Ph, CH2CHMe2, CH2CO2Me, R1 = Me) were treated with (CF3SO2)2O (Tf2O) to give (S)-TfOCHRCO2R1, which were treated in situ with PhCH2ONH2 to give 78-89% (R)-PhCH2ONHCHRCO2R1 via a SN2 reaction. (S)-PhCH2ONHCHPhCO2Me was prepared similarly from (R)-HOCHPhCO2Me. The optical purity of the products ranged from 76 to 100%.

Tetrahedron Letters published new progress about Nucleophilic substitution reaction. 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

Ushio, Kazutoshi; Nakagawa, Kouzou; Nakagawa, Katsuhiko; Watanabe, Kunio published the artcile< An easy access to optically pure (R)-malic acid via enantioselective hydrolysis of diethyl malate by Rhizopus lipase>, Quality Control of 617-55-0, the main research area is malate enzymic resolution lipase; malic acid optically active.

(±)-Di-Et malate was enantioselectively hydrolyzed by crude Rhizopus lipase (Saiken) to leave optically pure (≥99% enantiomeric excess) (R)-(+)-malic acid in 20% recovery. The combination of di-Pr malate and lipase AY (Amano) also gave the (R)-enantiomer with an enantiomeric excess of ≥95% and about 20% recovery in a short reaction time.

Biotechnology Letters published new progress about Enzymic resolution. 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

Kamal, Ahmed; Balakrishna, Moku; Reddy, Papagari Venkat; Rahim, Abdul published the artcile< First total synthesis of the E- and Z-isomers of cytospolide-D>, Quality Control of 617-55-0, the main research area is cytospolide D synthesis.

A simple, convergent, and efficient approach for the total synthesis of the bioactive E- and Z-isomers of cytospolide-D is described. The key features of the synthetic strategy include stereoselective methylation, regioselective epoxide opening, olefin cross-metathesis, and a Yamaguchi protocol reaction for the formation of the E-olefinic geometry of the 10 membered ring; Steglich esterification and ring-closing metathesis reaction for the formation of the 10 membered ring with a Z-olefinic geometry in the skeleton. L-Malic acid was used as a chiral pool starting material for the construction of the olefinic acid fragment while D-mannitol was used as a chiral pool starting material for the building of the olefinic alc. fragment.

Tetrahedron: Asymmetry published new progress about Cross-metathesis. 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

Gaunt, Matthew J.; Jessiman, Alan S.; Orsini, Paolo; Tanner, Huw R.; Hook, David F.; Ley, Steven V. published the artcile< Synthesis of the C-1-C-28 ABCD Unit of Spongistatin 1>, Reference of 617-55-0, the main research area is asym synthesis spongistatin ABCD fragment anti aldol condensation borinate; beta keto dithiane preparation conjugate addition dithiol ynone.

The synthesis of the C-1-C-28 ABCD fragment I of spongistatin 1 is described. Anti-selective boron-mediated aldol coupling of a CD spiroketal ketone fragment II to an AB spiroketal aldehyde unit III forms the desired C1-C28 advanced intermediate I. Other features include the double conjugate addition of a dithiol to an ynone to generate the key β-keto-dithiane unit required for the synthesis of the AB spiroketal fragment.

Organic Letters published new progress about Aldol condensation (anti-selective boron-mediated aldol coupling). 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

Odham, Goran; Pettersson, Bente; Stenhagen, Einar published the artcile< Use of optically active half-esters of methoxy-substituted succinic acids in the stereospecific synthesis of long chain oxygenated compounds>, Synthetic Route of 617-55-0, the main research area is tetradecanoate ester methoxy; chain lengthening malate ester; electrolytic chain lengthening lauric acid.

The isomeric half-esters of (S)-methoxysuccinic acid have been prepared in the search of suitable intermediates for the synthesis of the β-glycol group of phthiocerol. The half-esters have very similar properties and differ mainly in the mass spectra and ir spectra. Chain-lengthening of (S)-methyl 2-methoxy-3-carboxypropanoate by mixed electrolysis with dodecanoic acid in DMF gave a 21% yield of (S)-methyl 2-methoxytetradecanoate.

Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry published new progress about Coupling reaction. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Synthetic Route of 617-55-0.

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

Hudlicky, Milos published the artcile< Fluorination with diethylaminosulfur trifluoride and related aminofluorosulfuranes>, SDS of cas: 617-55-0, the main research area is review SN; review Defluorination; review Epoxide cleavage; review Heterocycle formation; review Dehydrohalogenation; review Deamination; review Cyclization; review Labeling; review Allylic; review Dearomatization; review Oxidation; review Ether cleavage; review Chemoselective; review Oxygenation; review N Silylation; review Substitution; review Alkoxylation; review Ring formation; review Geoselective; review N Desilylation; review Amination; review Dehalogenation; review Acetal cleavage; review Aromatization; review Acylation; review Dehydrogenation; review Selective; review Ring expansion; review O Debenzylation; review Migration; review Addition; review Heterocyclization; review Dechlorination; review Cleavage; review Alkylation; review Elimination; review Fluorination; review Regioselective; review Deoxygenation; review O Desilylation; review Coupling; review O Sulfonation; review Transhalogenation; review Intramol; review S Oxidation; review C Amination; review S Desilylation; review O Alkylation; review Acetalization; review Ring cleavage; review Rearrangement; review Isomerization; review Etherification; review Sulfonation; review O Acylation; review S Amination; review Stereoselective; review Deiodination; review Retention; review Esterification; review Halogenation; review Dehydration; review Inversion; review Lactonization; review Diastereoselective; review Condensation; review Dehydroxylation; review Desulfurization; review Silylation; review Dealkoxylation; review Dehydrofluorination; review Chlorination; review Debromination; review S Deoxygenation; review Desilylation; review Ring contraction; review Thioacetal cleavage; review Debenzylation; review Desulfonation; review Shift; review P Oxidation; review Sulfurization.

A review of the article Fluorination with diethylaminosulfur trifluoride and related aminofluorosulfuranes.

Organic Reactions (Hoboken, NJ, United States) published new progress about Organic synthesis. 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