CS224984B1 - The production of l-talose - Google Patents

The production of l-talose Download PDF

Info

Publication number
CS224984B1
CS224984B1 CS599682A CS599682A CS224984B1 CS 224984 B1 CS224984 B1 CS 224984B1 CS 599682 A CS599682 A CS 599682A CS 599682 A CS599682 A CS 599682A CS 224984 B1 CS224984 B1 CS 224984B1
Authority
CS
Czechoslovakia
Prior art keywords
talose
toluidine
tolyl
talozylamine
preparation
Prior art date
Application number
CS599682A
Other languages
Czech (cs)
Slovak (sk)
Inventor
Jozef Ing Kubala
Jan Ing Caplovic
Jozef Ing Svec
Original Assignee
Kubala Jozef
Caplovic Jan
Svec Jozef
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kubala Jozef, Caplovic Jan, Svec Jozef filed Critical Kubala Jozef
Priority to CS599682A priority Critical patent/CS224984B1/en
Publication of CS224984B1 publication Critical patent/CS224984B1/en

Links

Landscapes

  • Saccharide Compounds (AREA)

Description

(54)(54)

Sposob přípravy L-talóxyPreparation of L-talkoxy

224 984224 984

224 984224 984

Vynález sá týká sposobu přípravy L-talózy z reakčnej zmesi po nitrometanovej syntéze.The invention relates to a process for preparing L-talose from a reaction mixture after nitromethane synthesis.

L-talóza patří medzi ťažko dostupné aldohexózy. Bola připravená z tajLonolaktónu redukciou sodíkovou amalgámou ^C.Glatthaar, T.Reichstein: Helv.Chim.Acta. 21,1 /1938/^, ale výťažok bol nízký a L-talóza sa nezískala ako čistý kryštalický produkt, len ako sirup. L-talóza vzniká tiež z L-lyxózy a nitrometanu ^V.Bílik: Coll, Czech.Chem.Comm. 39, 1621 , pri tejto reakcii je hlavným produktomL-talose is among the hardly available aldohexoses. It was prepared from tajLolactone by sodium amalgam reduction. C.Glatthaar, T.Reichstein: Helv.Chim.Acta. 21.1 (1938), but the yield was low and L-talose was not obtained as a pure crystalline product, only as a syrup. L-talose is also formed from L-lyxose and nitromethane. 39, 1621, is the major product in this reaction

L-galaktóza od Ktorej sa L-talóza dá len ťažko a nedokonale oddělit'. Ani v tomto případe sa nezískala L-talóza kryštalická.L-galactose from which L-talcose is difficult to separate and incomplete. In this case too, L-talose was not crystalline.

Uvedené nevýhody v podstatnej miere odstraňuje sposob přípravy L-talózy podlá vynálezu, ktorého podstata spočívá v tom, že sa zó zmesi L-talózy a L-galaktózy pomocou p-tolu idinu izoluje kryštalický N-p-tolyl-L-talozylamin, ktorý sa rozloží hydrolýzou za súčasného oddestilovania p-toluidinu a vykrystalizuje sa z metanolu,·The above-mentioned disadvantages are substantially eliminated by the process for the preparation of L-talose according to the invention, which consists in isolating crystalline Np-tolyl-L-talozylamine from a mixture of L-talose and L-galactose by p-toluidine, which is decomposed by hydrolysis while p-toluidine is distilled off and crystallized from methanol,

Příklad 1Example 1

Příprava N-p-tolyl-L-talozylaminu. K roztoku,*ktorý obsahuje L-talózu /8 g/ a L-galaktózu /2 g/ v /25 ml/ vody sa přidá roztok p-toluidínu /6 g/ v 96 % etanole /25 ml/ a /0,5 ml/ 10 % kyselině octovéj. Vykrystalizuje N-p-tolyl—Ltalozalamín, ktorý sa odfiltruje a premyje /200 ml/ 50 % etanolu. Získá sa 11,0 až 11,5 g N-p-tolyl-L-talozylaminu. Teplota topenia 124° C čo zodpovedá 7,4 až 7,7 g volnéj Ltalózy.Preparation of N-p-tolyl-L-talozylamine. To a solution containing L-talcose (8 g) and L-galactose (2 g) in (25 ml) water was added a solution of p-toluidine (6 g) in 96% ethanol (25 ml) a (0.5) ml / 10% acetic acid. Crystallization of N-p-tolyl-eththaloslamine is filtered off and washed with (200 ml) 50% ethanol. 11.0-11.5 g of N-p-tolyl-L-talozylamine are obtained. Melting point 124 ° C, corresponding to 7.4 to 7.7 g of free Ltalose.

224 S84224 S84

Příprava kryštalickej L-talózy. N-p-tolyl-L-talozylamin /7,5 g/ sa suspenduje vo vodě /150 ml/ a zmes sa podrobí des tilácii s vodnou parou, aby sa odstranil p-toluidín. Získaný roztok L-talózy sa odfarbí /10 g/ aktívneho uhlia a zahustí na sirup, ktorý sa rozpustí v /40 ml/ metanolu. Vykryštalizu je 7,0 g chromatograficky čistej L-talózy^jj^^0 — 20,4°, Teplota topenia 130°C. Výťažok je 87,5 % z,množstva L-talózy prítomnej v póvodnej zmesi cukrov.Preparation of crystalline L-talose. Np-tolyl-L-talozylamine (7.5 g) was suspended in water (150 ml) and the mixture was subjected to steam distillation to remove p-toluidine. The L-talcose solution obtained is decolorized (10 g) with activated carbon and concentrated to a syrup which is dissolved in (40 ml) methanol. Crystallized is chromatographed 7.0 g of L-talose ^ jj ^^ 0 to 20.4 °, m.p. 130 ° C. The yield is 87.5% of the amount of L-talose present in the original sugar mixture.

Vynález má rozsiahle využitie ako modelová látka pri stádiu biochemických pochodov, ako aj v medicíně. L-talóza patří medzi vzácné a ťažko dostupné sacharidy.The invention has extensive application as a model substance in the stage of biochemical processes as well as in medicine. L-talose is a rare and hardly available carbohydrate.

Claims (1)

PREDMETSUBJECT -O ·—-ABOUT ·- VYNÁLEZUINVENTION 224 984224 984 Sposob přípravy L-talózy vyznačujúci sa tým, že sa zo zmesi L-talózy a L-galaktózy pomocou p-toluidínu izoluje kryštalický N-p-tolyl-L-talozylamin, ktorý sa rozloží hydrolýzou za súčasného oddestilovania p-toluidínu vodnou parou a vykrystalizuje sa z metanolu*Process for the preparation of L-talose characterized in that crystalline Np-tolyl-L-talozylamine is isolated from a mixture of L-talose and L-galactose by p-toluidine, which is decomposed by hydrolysis while distilling off p-toluidine with water vapor and crystallized from MeOH *
CS599682A 1982-08-13 1982-08-13 The production of l-talose CS224984B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CS599682A CS224984B1 (en) 1982-08-13 1982-08-13 The production of l-talose

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CS599682A CS224984B1 (en) 1982-08-13 1982-08-13 The production of l-talose

Publications (1)

Publication Number Publication Date
CS224984B1 true CS224984B1 (en) 1984-02-13

Family

ID=5406022

Family Applications (1)

Application Number Title Priority Date Filing Date
CS599682A CS224984B1 (en) 1982-08-13 1982-08-13 The production of l-talose

Country Status (1)

Country Link
CS (1) CS224984B1 (en)

Similar Documents

Publication Publication Date Title
Somsák et al. A new, scalable preparation of a glucopyranosylidene-spiro-thiohydantoin: one of the best inhibitors of glycogen phosphorylases
US4092353A (en) Process for the purification of benzoic acid
Bílik Reactions of Saccharides Catalyzed by Molybdate Ions. III.* Preparation of L-Glucose by Epimerization of L-Mannose or L-Mannose Phenylhydrazone
Mann et al. 853. The cyanoethylation of aryl phosphines
Smith 588. The constitution of mesquite gum. Part III. The structure of the monomethyl glucuronic acid component
US4294766A (en) Preparation of pure potassium ribonate and ribonolactone
CS224984B1 (en) The production of l-talose
US5587511A (en) Process for obtaining adipic acid
US2847421A (en) Ascorbic acid intermediates
WOLD The L-glyceric acid monophosphates
Frush et al. Sugars: Preparation of D-Arabinose-5-C14 From D-Fructose-1, 6-C14 (1, 2)
Burton et al. 206. Acylation and allied reactions catalysed by strong acids. Part XI. The dismutation of diphenylmethanol by perchloric acid
Ingold et al. CXCV.—Experiments on the synthesis of the polyacetic acids of methane. Part VII. iso-Butylene-α γγ-′ tricarboxylic acid and methanetetra-acetic acid
CN111620774A (en) Production method for preparing high-purity solid malonic acid from calcium malonate
US2779760A (en) Lithium maltobionate and process for making same
EP0462244A1 (en) A process for preparing oxalic acid
SU1328290A1 (en) Method of producing cesium mercaptobenzothazoleundecahydrododecaborate
US2883420A (en) Process of preparing 2-oxoadipic acid
EP0009290B1 (en) 3-azabicyclo(3.1.0)hexane derivatives and process for their preparation
BERGER et al. Arylamine-N-glycosides. Part III. Hydrolysis of arylamine-N-pentosides and the preparation of crystalline D-ribose
CS227527B1 (en) Method of preparing l-galactose
SU545647A1 (en) Method for preparing 0,0-dimethyl-0-2, 2-dichlorovinyl phosphate
Otani Studies on the Chemical Decomposition of Simple Sugars. XVI. Pyruvic Acid Formation from D-Glucose-1-14 C
RU2242458C1 (en) Method for production of calcium d-homopantothenoate
SU1270153A1 (en) 5'-0-tritolmethyl derivatives of 2'-desoxynucleosides as starting substances in synthesis of oligonucleotides