599-04-2Relevant articles and documents
R(-)PANTOYLLACTONE-β-D-GLUCOPYRANOSIDE: CHARACTERIZATION OF A METABOLITE FROM RICE SEEDLINGS
Menegus, Faustino,Cattaruzza, Liliana,Ragg, Enzio,Scaglioni, Leonardo
, p. 1617 - 1622 (1995)
A new derivative of pantoic acid, R(-)pantoyllactone-β-D-glucopyranoside, has been isolated from rice seedlings and its structure determined. β-Glucosidase hydrolysed it to D-glucose and R(-)pantoyllactone.Alkaline hydrolysis converted it to the salt of 2-R(-)pantoic acid β-D-glucopyranoside.It accumulated in rice shoots but not in roots. - Keywords: Oryza sativa; Gramineae; rice seedling; pantoyllactone glucoside; pantoic acid glucoside; new metabolite; NMR signal assignment; shoot to root distribution.
A new phenolic glycoside from Saprosma merrillii
Zhou, Xue-Ming,Zheng, Cai-Juan,Song, Xiao-Ping,Chen, Guang-Ying,Cao, Yu-Hua,Huang, A-Qian,Su, Shao-Hui,Chen, Wen-Xing,Yang, Hui
, p. 2429 - 2433 (2016)
A new phenolic glycoside derivative, saproglucoside (1), along with five known phenolic glycoside derivatives (2–6) were isolated from the stems of Saprosma merrillii. The structure of the new compound 1 was determined by 1D and 2D NMR as well as by HRESIMS and hydrolysis. The inhibitory activities of all compounds against seven pathogenic bacteria and two cancer cell lines were evaluated.
Copper-Mediated Synthesis of N-Acyl Vinylogous Carbamic Acids and Derivatives: Synthesis of the Antibiotic CJ-15,801
Han, Chong,Shen, Ruichao,Su, Shun,Porco Jr., John A.
, p. 27 - 30 (2004)
(Equation presented) Copper(I)-mediated C-N bond formation has been employed to prepare both N-acyl vinylogous carbamic acids and ureas. The novel N-acyl vinylogous carbamic acid antibiotic, CJ-15,801, was synthesized using this methodology.
Synthesis of (R)-pantoyl lactone by reduction of ketopantoate with formate and Proteus species
Eck,Simon
, p. 1419 - 1422 (1994)
(R)-Pantoyl lactone (ee > 97%) is obtained by stereoselective reduction of ketopantoate with resting cells of anaerobically grown Proteus vulgaris or Proteus mirabilis. Benzyl-viologen or safranine T have been used as electron mediators.
Optical Resolution of (R,S)-Pantolactone through Amide Formation
Fizet, Christian
, p. 404 - 409 (1986)
The optical resolution of (RS)-pantolactone (1) is carried out through formation of diastereomeric amides.These are separated by a single hot washing with CH2Cl2 or CHCl3.The used asymmetric amine, (1R)-3-endo-aminoborneol (4), is readily accessible and can be recovered almost quantitatively after resolution.
Synthesis of New Chiral Arene Ruthenium(II) Aminophosphinephosphinite Complexes and Use in Asymmetric Hydrogenation of an Activated Keto Compound
Hapiot, Frederic,Agbossou, Francine,Mortreux, Andre
, p. 515 - 518 (1994)
The easy access to new arene-ruthenium(II)bisphoshine complexes bearing aminophosphine phosphinite ligands is presented.The complexes were prepared in two steps from 2 under mild conditions and were found to be effective precursors for the asymmetric hydrogenation of dihydro-4,4-dimethyl-2,3-furandione giving the corresponding pantolactone with up to 42percent enantiomeric excess.
Industrial kinetic resolution ofd,l-pantolactone by an immobilized whole-cell biocatalyst
Huang, Liu-Nv,Luo, Wen-Fang,Tang, Yi-Bin,Yang, Liu,Zhang, Qiu-Hua
, p. 30373 - 30376 (2021/10/20)
Immobilized whole-cells ofPichia pastorisharboring recombinantd-lactonase were entrapped in calcium alginate gels and used as an efficient biocatalyst for catalytic kinetic resolution ofd,l-pantolactone. The immobilized whole-cell biocatalyst exhibited good catalytic stability, which was applied for stereospecific hydrolysis ofd-pantolactone for up to 56 repeated batch reactions without obvious loss in the catalytic activity and enantioselectivity.
NEW TRANSITION METAL CATALYST
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Page/Page column 10-11, (2021/05/15)
The present invention relates to specific transition metal catalysts and their use in chemical reactions.
Synthesis method of chiral 2-hydroxy-1, 4-dicarbonyl compound and pantoic acid lactone
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Paragraph 0076-0078, (2020/11/10)
The invention discloses a chiral 2-hydroxy-1, 4-dicarbonyl compound synthesized by catalyzing asymmetric Aldol reaction of fatty aldehyde and glyoxylate or fatty aldehyde and acylformaldehyde monohydrate by taking tetrapeptide TP or an enantiomer ent-TP thereof as a chiral catalyst, and application of a synthetic product. The method for synthesizing the chiral 2-hydroxy-1, 4-dicarbonyl compound through the asymmetric Aldol reaction is shown as a formula 1 and a formula 2. The asymmetric Aldol reaction of fatty aldehyde and glyoxylate or fatty aldehyde and acylformaldehyde monohydrate is catalyzed to synthesize the optically active 2-hydroxy-1, 4-dicarbonyl compound, then the optically active pantoic acid lactone can be further synthesized, and the method has advantages of mild reaction conditions, easy operation, low catalyst consumption, high yield and the like, and can synthesize the 2-hydroxy-1, 4-dicarbonyl compounds with two configurations by using tetrapeptide and the enantiomerthereof.
Catalyst Repurposing Sequential Catalysis by Harnessing Regenerated Prolinamide Organocatalysts as Transfer Hydrogenation Ligands
Bourgeois, Frederic,Medlock, Jonathan A.,Bonrath, Werner,Sparr, Christof
supporting information, p. 110 - 115 (2019/12/30)
A catalyst repurposing strategy based on a sequential aldol addition and transfer hydrogenation giving access to enantiomerically enriched α-hydroxy-γ-butyrolactones is described. The combination of a stereoselective, organocatalytic step, followed by an efficient catalytic aldehyde reduction induces an ensuing lactonization to provide enantioenriched butyrolactones from readily available starting materials. By capitalizing from the capacity of prolineamides to act as both an organocatalyst and a transfer hydrogenation ligand, catalyst repurposing allowed the development of an operationally simple, economic, and efficient sequential catalysis approach.
