Category: 6290-03-05 00:00:00

DeRosa, Christopher A.; Kua, Xiang Qi; Bates, Frank S.; Hillmyer, Marc A. published the artcile< Step-Growth Polyesters with Biobased (R)-1,3-Butanediol>, HPLC of Formula: 6290-03-5, the main research area is step growth polyester biobased butanediol.

We present the synthesis and characterization of polymers containing 1,3-butanediol, also known as butylene glycol. Butylene glycol (BG) can be prepared from petroleum or sugar-based feedstocks. Petrol-based BG (petrol-BG) is isolated as a racemic mixture, whereas the biobased BG from sugar that we utilized (bio-BG) is enantiopure upon purification (>99.7%). In the presence of a titanium catalyst, polyesters were prepared by transesterification polymerization between petrol- or bio-BG and various aliphatic and aromatic diacid derivatives Polymers were analyzed by size-exclusion chromatog. (SEC), 1H NMR and 13C NMR spectroscopies, thermogravimetric anal. (TGA), and differential scanning calorimetry (DSC). The synthesized polyesters were statistical in nature, according to 13C NMR spectroscopy, a result of the asym. nature of the BG-starting material. As a result, many of the polyesters were amorphous in nature with low thermal glass transitions (Tg) and no m.ps. (Tm). In many of the polyester derivatives, the racemic petrol-based and enantiopure biobased BG polymers were nearly identical in thermal performance. Differences arose in semicrystalline polyesters with long, aliphatic backbones (e.g., 1,14-tetradecanedioic acid; C14 diacid) or regioregular 4-hydroxybenzoate polyesters. This suggests the polymer microstructure (statistical vs. sequenced) and the optical activity (racemic vs. enantiopure) are important determinates in establishing the structure-property relationships in BG-containing polyesters. This work establishes synthetic protocols and the foundation for materials based on BG-containing polymers.

Industrial & Engineering Chemistry Research published new progress about Crystallization enthalpy. 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, HPLC of Formula: 6290-03-5.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Xiang, Ming; Luo, Guoshun; Wang, Yuankai; Krische, Michael J. published the artcile< Enantioselective iridium-catalyzed carbonyl isoprenylation via alcohol-mediated hydrogen transfer>, Category: alcohols-buliding-blocks, the main research area is methylenealkenol preparation enantioselective; primaryl alc methylenebutenyl carbonate isoprenylation iridium catalyst; aldehyde methylenebutenyl carbonate isoprenylation iridium catalyst.

Highly enantioselective iridium catalyzed carbonyl (2-vinyl)allylation or “”isoprenylation”” was developed for the synthesis of methylenealkenols I [R = cyclopropyl, 2-FC6H4, 2-thienyl, etc.] via hydrogen auto-transfer or 2-propanol-mediated reductive coupling of primary alcs. or aldehydes, resp. with tert-butyl-2-methylenebut-3-enyl carbonate. Using this method, asym. total syntheses of the terpenoid natural products, (+)-ipsenol and (+)-ipsdienol were also achieved.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkenyl alcohols Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Spielmann, Kim; Xiang, Ming; Schwartz, Leyah A.; Krische, Michael J. published the artcile< Direct Conversion of Primary Alcohols to 1,2-Amino Alcohols: Enantioselective Iridium-Catalyzed Carbonyl Reductive Coupling of Phthalimido-Allene via Hydrogen Auto-Transfer>, Recommanded Product: (R)-Butane-1,3-diol, the main research area is allene phthalimido primary alc iridium regioselective aminoallylation catalyst; amino alc vicinal stereoselective preparation.

The first catalytic enantioselective carbonyl (α-amino)allylations are described. Phthalimido-allene and primary alcs. engage in hydrogen auto-transfer-mediated carbonyl reductive coupling by way of (α-amino)allyliridium-aldehyde pairs to form vicinal amino alcs. with high levels of regio-, anti-diastereo-, and enantioselectivity. Reaction progress kinetic anal. and isotopic labeling studies corroborate a catalytic cycle involving turnover-limiting alc. dehydrogenation followed by rapid allene hydrometalation.

Journal of the American Chemical Society published new progress about Allenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (Phthalimido-). 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Recommanded Product: (R)-Butane-1,3-diol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zu, Han; Gu, Jie; Zhang, Hui; Fan, Anwen; Nie, Yao; Xu, Yan published the artcile< Highly enantioselective synthesis of (R)-1,3-butanediol via deracemization of the corresponding racemate by a whole-cell stereoinverting cascade system>, Computed Properties of 6290-03-5, the main research area is R13 butanediol deracemization racemate stereoinverting cascade system; (R)-1,3-butanediol; Oxidation–reduction cascade; Racemate; Stereoselectivity; Whole-cell catalysis.

Abstract: Background: Deracemization, the transformation of the racemate into a single stereoisomeric product in 100% theor. yield, is an appealing but challenging option for the asym. synthesis of optically pure chiral compounds as important pharmaceutical intermediates. To enhance the synthesis of (R)-1,3-butanediol from the corresponding low-cost racemate with minimal substrate waste, we designed a stereoinverting cascade deracemization route and constructed the cascade reaction for the total conversion of racemic 1,3-butanediol into its (R)-enantiomer. This cascade reaction consisted of the absolutely enantioselective oxidation of (S)-1,3-butanediol by Candida parapsilosis QC-76 and the subsequent asym. reduction of the intermediate 4-hydroxy-2-butanone to (R)-1,3-butanediol by Pichia kudriavzevii QC-1. Results: The key reaction conditions including choice of cosubstrate, pH, temperature, and rotation speed were optimized systematically and determined as follows: adding acetone as the cosubstrate at pH 8.0, a temperature of 30°C, and rotation speed of 250 rpm for the first oxidation process; in the next reduction process, the optimal conditions were: adding glucose as the cosubstrate at pH 8.0, a temperature of 35°C, and rotation speed of 200 rpm. Conclusions: The step-by-step cascade reaction efficiently produced (R)-1,3-butanediol from the racemate by biosynthesis and shows promising application prospects.

Microbial Cell Factories published new progress about Candida parapsilosis. 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Computed Properties of 6290-03-5.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

DeRosa, Christopher A.; Kua, Xiang Qi; Bates, Frank S.; Hillmyer, Marc A. published the artcile< Step-Growth Polyesters with Biobased (R)-1,3-Butanediol>, HPLC of Formula: 6290-03-5, the main research area is step growth polyester biobased butanediol.

We present the synthesis and characterization of polymers containing 1,3-butanediol, also known as butylene glycol. Butylene glycol (BG) can be prepared from petroleum or sugar-based feedstocks. Petrol-based BG (petrol-BG) is isolated as a racemic mixture, whereas the biobased BG from sugar that we utilized (bio-BG) is enantiopure upon purification (>99.7%). In the presence of a titanium catalyst, polyesters were prepared by transesterification polymerization between petrol- or bio-BG and various aliphatic and aromatic diacid derivatives Polymers were analyzed by size-exclusion chromatog. (SEC), 1H NMR and 13C NMR spectroscopies, thermogravimetric anal. (TGA), and differential scanning calorimetry (DSC). The synthesized polyesters were statistical in nature, according to 13C NMR spectroscopy, a result of the asym. nature of the BG-starting material. As a result, many of the polyesters were amorphous in nature with low thermal glass transitions (Tg) and no m.ps. (Tm). In many of the polyester derivatives, the racemic petrol-based and enantiopure biobased BG polymers were nearly identical in thermal performance. Differences arose in semicrystalline polyesters with long, aliphatic backbones (e.g., 1,14-tetradecanedioic acid; C14 diacid) or regioregular 4-hydroxybenzoate polyesters. This suggests the polymer microstructure (statistical vs. sequenced) and the optical activity (racemic vs. enantiopure) are important determinates in establishing the structure-property relationships in BG-containing polyesters. This work establishes synthetic protocols and the foundation for materials based on BG-containing polymers.

Industrial & Engineering Chemistry Research published new progress about Crystallization enthalpy. 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, HPLC of Formula: 6290-03-5.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Xiang, Ming; Luo, Guoshun; Wang, Yuankai; Krische, Michael J. published the artcile< Enantioselective iridium-catalyzed carbonyl isoprenylation via alcohol-mediated hydrogen transfer>, Category: alcohols-buliding-blocks, the main research area is methylenealkenol preparation enantioselective; primaryl alc methylenebutenyl carbonate isoprenylation iridium catalyst; aldehyde methylenebutenyl carbonate isoprenylation iridium catalyst.

Highly enantioselective iridium catalyzed carbonyl (2-vinyl)allylation or “”isoprenylation”” was developed for the synthesis of methylenealkenols I [R = cyclopropyl, 2-FC6H4, 2-thienyl, etc.] via hydrogen auto-transfer or 2-propanol-mediated reductive coupling of primary alcs. or aldehydes, resp. with tert-butyl-2-methylenebut-3-enyl carbonate. Using this method, asym. total syntheses of the terpenoid natural products, (+)-ipsenol and (+)-ipsdienol were also achieved.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkenyl alcohols Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Spielmann, Kim; Xiang, Ming; Schwartz, Leyah A.; Krische, Michael J. published the artcile< Direct Conversion of Primary Alcohols to 1,2-Amino Alcohols: Enantioselective Iridium-Catalyzed Carbonyl Reductive Coupling of Phthalimido-Allene via Hydrogen Auto-Transfer>, Recommanded Product: (R)-Butane-1,3-diol, the main research area is allene phthalimido primary alc iridium regioselective aminoallylation catalyst; amino alc vicinal stereoselective preparation.

The first catalytic enantioselective carbonyl (α-amino)allylations are described. Phthalimido-allene and primary alcs. engage in hydrogen auto-transfer-mediated carbonyl reductive coupling by way of (α-amino)allyliridium-aldehyde pairs to form vicinal amino alcs. with high levels of regio-, anti-diastereo-, and enantioselectivity. Reaction progress kinetic anal. and isotopic labeling studies corroborate a catalytic cycle involving turnover-limiting alc. dehydrogenation followed by rapid allene hydrometalation.

Journal of the American Chemical Society published new progress about Allenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (Phthalimido-). 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Recommanded Product: (R)-Butane-1,3-diol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zu, Han; Gu, Jie; Zhang, Hui; Fan, Anwen; Nie, Yao; Xu, Yan published the artcile< Highly enantioselective synthesis of (R)-1,3-butanediol via deracemization of the corresponding racemate by a whole-cell stereoinverting cascade system>, Computed Properties of 6290-03-5, the main research area is R13 butanediol deracemization racemate stereoinverting cascade system; (R)-1,3-butanediol; Oxidation–reduction cascade; Racemate; Stereoselectivity; Whole-cell catalysis.

Abstract: Background: Deracemization, the transformation of the racemate into a single stereoisomeric product in 100% theor. yield, is an appealing but challenging option for the asym. synthesis of optically pure chiral compounds as important pharmaceutical intermediates. To enhance the synthesis of (R)-1,3-butanediol from the corresponding low-cost racemate with minimal substrate waste, we designed a stereoinverting cascade deracemization route and constructed the cascade reaction for the total conversion of racemic 1,3-butanediol into its (R)-enantiomer. This cascade reaction consisted of the absolutely enantioselective oxidation of (S)-1,3-butanediol by Candida parapsilosis QC-76 and the subsequent asym. reduction of the intermediate 4-hydroxy-2-butanone to (R)-1,3-butanediol by Pichia kudriavzevii QC-1. Results: The key reaction conditions including choice of cosubstrate, pH, temperature, and rotation speed were optimized systematically and determined as follows: adding acetone as the cosubstrate at pH 8.0, a temperature of 30°C, and rotation speed of 250 rpm for the first oxidation process; in the next reduction process, the optimal conditions were: adding glucose as the cosubstrate at pH 8.0, a temperature of 35°C, and rotation speed of 200 rpm. Conclusions: The step-by-step cascade reaction efficiently produced (R)-1,3-butanediol from the racemate by biosynthesis and shows promising application prospects.

Microbial Cell Factories published new progress about Candida parapsilosis. 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Computed Properties of 6290-03-5.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts