CS231546B1 - Processing of dl-arabinose - Google Patents
Processing of dl-arabinose Download PDFInfo
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- CS231546B1 CS231546B1 CS833910A CS391083A CS231546B1 CS 231546 B1 CS231546 B1 CS 231546B1 CS 833910 A CS833910 A CS 833910A CS 391083 A CS391083 A CS 391083A CS 231546 B1 CS231546 B1 CS 231546B1
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Abstract
Vynález sa týká spósobu přípravy DL-arabinózy. Podstata vynálezu spočívá v tom, že sa ekvimolárne množstva D-arabinózy a L- -arabinózy rozpustia v 30 až 60 °C vodě, prečistia aktívnym uhlím, zahustia v rotačnej odparke na číry sirup a z etylalkoholu v chladiacom boxe pri 5 °C vykrystalizuje. Vynález má rozsiahle použitie v biochemii, mikrobiológiii a v medicíně.The invention relates to a process for preparing DL-arabinose. The essence of the invention is that equimolar amounts of D-arabinose and L- -arabinoses dissolve in 30 to 60 ° C water, with activated charcoal, concentrate in rotary clear syrup evaporator and ethyl alcohol in a cooling box at 5 ° C crystallizes. The invention has extensive use in biochemistry, microbiology and medicine.
Description
(54) Sposob přípravy DL-arabinózy(54) Preparation of DL-arabinose
Vynález sa týká spósobu přípravy DL-arabinózy. Podstata vynálezu spočívá v tom, že sa ekvimolárne množstva D-arabinózy a L-arabinózy rozpustia v 30 až 60 °C vodě, prečistia aktívnym uhlím, zahustia v rotačnej odparke na číry sirup a z etylalkoholu v chladiacom boxe pri 5 °C vykrystalizuje. Vynález má rozsiahle použitie v biochemii, mikrobiológiii a v medicíně.The invention relates to a process for the preparation of DL-arabinose. The principle of the invention is that equimolar amounts of D-arabinose and L-arabinose are dissolved in 30-60 ° C water, purified with activated carbon, concentrated in a rotary evaporator to a clear syrup and crystallized from ethanol in a cooling box at 5 ° C. The invention has extensive application in biochemistry, microbiology and medicine.
Vynález sa týká sposobu přípravy kryštalickej DL-arabinózy.The invention relates to a process for the preparation of crystalline DL-arabinose.
DL-arabinóza patří medzi velmi hladané vzácné sacharidy aldopentózy, ktorá sa v přírodě nachádzala ojedinele a preto sa připravuje synteticky. Doteraz používanou metodou přípravy je vlacstupňová syntéza z DL-l,l-dietoxy 5- (2-tetra-hydroxypyranoloxy)-3-pentyl-2-ol sa získal derivát O-acetyl-5-0- (2-tetrahydropyranyl) -DL-arabinóza, z ktorého kyslou hydrolýzou sa uvolnila DL-arabinóza [I. Issei, I. Tadahiro: Chem. Pharm. Bull. Tokio 9, 316 (1961J], Taktiež bola připravená z 3,4 anhydro-DL-pentapyranozidov epoxidáciou, kde vzniknutá zmes DL-arabinóza a DL-ribóza sa rozdělila na kolóne chromatograficky [M. Chmeilewski, A. Zamojski: Roz. Chem. 11, 2039 (1972)]. Uvedené metody přípravy DL-arabinózy viacstupňovou syntézou sú obtiažne, náročné na chemikálie, metody separácie sú komplikované čím příprava nedosahuje uspokojivé parametre čistoty a výťažky.DL-arabinose is one of the highly sought after rare carbohydrates of aldopentose, which has been found in nature in nature and is therefore prepared synthetically. The method used to date is a step-by-step synthesis from DL-1,1-diethoxy 5- (2-tetrahydroxypyranoloxy) -3-pentyl-2-ol to obtain the O-acetyl-5-0- (2-tetrahydropyranyl) -DL derivative -arabinose, from which DL-arabinose has been released by acid hydrolysis [I. Issei, I. Tadahiro: Chem. Pharm. Bull. Tokyo 9, 316 (1961J). It was also prepared from 3,4 anhydro-DL-pentapyranosides by epoxidation where the resulting mixture of DL-arabinose and DL-ribose was separated by column chromatography [M. Chmeilewski, A. Zamojski: Roz Chem. 11, 2039 (1972)] The methods of preparing DL-arabinose by multistep synthesis are difficult, chemical-intensive, and separation methods are complicated, making the preparation less than satisfactory in purity and yield.
Uvedené nevýhody v podstatnej miere odstraňuje sposob přípravy DL-arabinózy podlá vynálezu, ktorého podstata spočívá v tom, že sa ekvimolárne množstvá D-arabinózy a L-arabinózy rozpustia v 30 až 60 °C vodě a mieša 16 až 24 h zahustí na sirup, přečistí aktívnym uhlím a vykryštalizuje z etylalkoholu.The above-mentioned disadvantages are substantially eliminated by the process for the preparation of DL-arabinose according to the invention, which consists in dissolving equimolar amounts of D-arabinose and L-arabinose in 30-60 ° C water and stirring to a syrup for 16-24 hours. activated carbon and crystallized from ethanol.
Výhodou navrhovaného sposobu přípravy DL-arabinózy oproti doterajším postupom přípravy je, že předmětný spósob přípravy je nenáročný na chemikálie, zariadenia a energiu ako aj základné suroviny. Umožňuje pracovat v jednom stupni, čím je tento spósob ekonomicky výhodnější.An advantage of the proposed process for the preparation of DL-arabinose over the prior art processes is that the present process is low on chemicals, equipment and energy, as well as on basic raw materials. It allows to work in one stage, which makes this method more economical.
Příklad 1Example 1
Zmes D-arabinóza (a)D 20 —104° (1,5 kg) a L-arabinóza (ar)D 20 -+ 104° (1,5 kg) sa rozpustí v 30 °C vodě (10 lj a mieša 24 h. Zahustí na rotačnej odparke na objem 4 1 a přečistí aktívnym uhlím (100 g). Přefiltrovaný čirý roztok sa zahustí na sirup (2.9 kg) a rozpustí v etylalkohole (3 1), nechá v chladiacom boxe pri 5 0 C kryštalizovať. Kryštály sa odsajú vákuovo na frite S 1 a premyjú etylalkoholom a vysušia sa. Opakovanou kryštalizáciou matečných lúhov sa dosiahla výťažnosť DL-arabinózy 83,5 % (k)d20 0,0° (C = 5H2O), teplota topeniá 160 až 162 °C.Mixture D-arabinose (a) D 20 -104 ° (1.5 kg) and L-arabinose (ar) D 20 - + 104 ° (1.5 kg) are dissolved in 30 ° C water (10 µl and stirred 24 Concentrate on a rotary evaporator to a volume of 4 L and purify with activated charcoal (100 g) The filtered clear solution is concentrated to a syrup (2.9 kg) and dissolved in ethyl alcohol (3 L), allowed to crystallize in a cooling box at 50 ° C. The solids were recrystallized to yield DL-arabinose yield 83.5% (k) d 20 0.0 ° (C = 5H 2 O), m.p. 160-162 ° C. .
Příklad 2Example 2
Zmes D-arabinóza (a)n 20 —103,5° (1,0 kg) a L-arabinóza (a)D 20 + 103,5° (1,0 kg) sa rozpustí v 40 °C vodě (7 1) a mieša 16 h. Ďalší postup viď příklad 1. Výťažnosť DL-arabinózy sa dosiahla 78% (cé)d20 0,0° (C - 5 H2O), teplota topeniá 160 až 162 °C.Mixture D-arabinose (a) n 20 -103.5 ° (1.0 kg) and L-arabinose (a) D 20 + 103.5 ° (1.0 kg) are dissolved in 40 ° C water (7 L) The DL-arabinose yield was 78% (c) d 20 0.0 ° (C -5 H 2 O), mp 160-162 ° C.
Příklad 3Example 3
Zmes D-arabinóza (a)D 20 —104° (0,505 kg) a L-arabinóza (a)D20 + 103,5° (0,500 kg) sa rozpustí v 60 °C vodě (3,5 1) a mieša 20 h. Ďalší postup viď příklad 1. Výťažnosť DL-arabinózy sa dosiahla 86 % (a)n20 0,0° (C = 5 H2O), teplota topeniá 160 až 162 °C.Mixture D-arabinose (a) D 20 -104 ° (0.505 kg) and L-arabinose (a) D 20 + 103.5 ° (0.500 kg) are dissolved in 60 ° C water (3.5 L) and stirred for 20 minutes. h. For a further procedure, see Example 1. The yield of DL-arabinose was 86% (α) n 20 0.0 ° (C = 5 H 2 O), mp 160-162 ° C.
Vynález má rozsiahle použitie v biochemii, mikrobiologii a v medicíně. DL-arabinóza patří medzi vel'mi hladané vzácné sacharidy.The invention has extensive application in biochemistry, microbiology and medicine. DL-arabinose is a highly sought-after rare carbohydrate.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS833910A CS231546B1 (en) | 1983-06-01 | 1983-06-01 | Processing of dl-arabinose |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS833910A CS231546B1 (en) | 1983-06-01 | 1983-06-01 | Processing of dl-arabinose |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS391083A1 CS391083A1 (en) | 1984-02-13 |
| CS231546B1 true CS231546B1 (en) | 1984-11-19 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS833910A CS231546B1 (en) | 1983-06-01 | 1983-06-01 | Processing of dl-arabinose |
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| CS (1) | CS231546B1 (en) |
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1983
- 1983-06-01 CS CS833910A patent/CS231546B1/en unknown
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| CS391083A1 (en) | 1984-02-13 |
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