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1,2,3,5-Tetraacetyl-β-D-ribofuranose

beta-D-Ribofuranose 1,2,3,5-tetraacetate Struktur
13035-61-5
CAS-Nr.
13035-61-5
Bezeichnung:
1,2,3,5-Tetraacetyl-β-D-ribofuranose
Englisch Name:
beta-D-Ribofuranose 1,2,3,5-tetraacetate
Synonyma:
(2S,3R,4R,5R)-5-(acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate;TETRAACETYLRIBOFURANOSE;beta-D-Ribofuranose;1,2,3,5-TETRA-O-ACETYL-BETA-D-RIBOFURANOSE;TETRA-O-ACETYL-BETA-D-RIBOFURANOSE;1,2,3,5-Tetraacetate;1,2,3,5-Tetra-O-acetyl-β-D-ribofuranose;1,2,3,5-tera-O-acetyl-beta-D-ribofuranose;BETA-D-RIBOFURANOSE 1,2,3,5-TETRA-O-ACETATE;[(2R,3R,4R,5S)-3,4,5-triacetoxytetrahydrofuran-2-yl]methyl acetate
CBNumber:
CB4682585
Summenformel:
C13H18O9
Molgewicht:
318.28
MOL-Datei:
13035-61-5.mol

1,2,3,5-Tetraacetyl-β-D-ribofuranose Eigenschaften

Schmelzpunkt:
81-83 °C(lit.)
Siedepunkt:
417.45°C (rough estimate)
alpha 
-15.4 º (c=7, MeOH)
Dichte
1.4171 (rough estimate)
Brechungsindex
-14.5 ° (C=5, MeOH)
storage temp. 
Inert atmosphere,Room Temperature
L?slichkeit
Chloroform (Sparingly), Methanol (Slightly)
Aggregatzustand
Crystalline Powder
Farbe
White to almost white
Optische Rotation
[α]26/D 11.4°, c = 10 in chloroform
BRN 
94078
InChI
InChI=1/C13H18O9/c1-6(14)18-5-10-11(19-7(2)15)12(20-8(3)16)13(22-10)21-9(4)17/h10-13H,5H2,1-4H3/t10-,11-,12-,13-/s3
InChIKey
TTXVPMATRDJQIA-BKUVIOGVSA-N
SMILES
[C@@H]1(OC(=O)C)[C@@H](COC(=O)C)O[C@@H](OC(=O)C)[C@@H]1OC(=O)C |&1:0,5,12,17,r|
CAS Datenbank
13035-61-5(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xi
R-S?tze: 36/37/38
S-S?tze: 22-24/25-36-26
WGK Germany  3
HS Code  29400090
Speicherklasse 11 - Combustible Solids
Bildanzeige (GHS) Exclamation Mark (GHS07)
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizit?t (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung
Sicherheit
P261 Einatmen von Staub vermeiden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.

1,2,3,5-Tetraacetyl-β-D-ribofuranose Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Beschreibung

beta-D-Ribofuranose 1,2,3,5-tetraacetate is an acetylated derivative of ribose extensively used in carbohydrate research and synthetic chemistry. This compound features acetyl groups protecting the hydroxyl functionalities at positions 1, 2, 3, and 5 of the ribofuranose ring, which enhances its stability and solubility in organic solvents. β-D-Ribofuranose 1,2,3,5-tetraacetate is a crucial intermediate in synthesising nucleosides, nucleotides, and other complex carbohydrates. In research, it is utilized to study glycosylation mechanisms, focusing on the formation and stereochemistry of glycosidic bonds.

Chemische Eigenschaften

beta-D-Ribofuranose 1,2,3,5-tetraacetate is white to almost white crystalline powder

Verwenden

beta-D-Ribofuranose 1,2,3,5-tetraacetate is used in the synthesis of 3-(β-D-ribofuranosyl)-2,3-dihydro-6H-1,3-oxazine-2,6-dione, a new pyrimidine nucleoside analog related to uridine.

Application

beta-D-Ribofuranose 1,2,3,5-tetraacetate, also known as 1,2,3,5-tetra-O-Acetyl-beta-D-ribofuranose (TAR), is an important organic reagent that can be used in the following pathways:
(1) Used in low-energy electron-induced reactions in gas-phase TAR. Since the acetyl group in TAR is coupled to the five-membered ribose ring at relevant positions, it can serve as a suitable model compound for studying the reaction of sugar units in DNA to low-energy electrons[1].
(2) Used to prepare 1,2,3-tri-O-acetyl-β-d-ribofuranose by enzymatic deacetylation[2].
(3) Used in condensation reactions. In the presence of tin chloride, 1-hexene reacts with 1- O -acetyl-2,3,5-tri- O -benzoyl-β- d -ribofuranose ( 5b ) or 1,2,3,5-tetra- O -acetyl-β- d -ribofuranose ( 5a ) to form a complex mixture[3].

1,2,3,5-Tetraacetyl-β-D-ribofuranose Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


1,2,3,5-Tetraacetyl-β-D-ribofuranose Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 727)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
SIMAGCHEM CORP
+86-5922680277 +86-13806087780
sale@simagchem.com China 17346 58
Hangzhou Measure Life Technology Co., LTD
13343730176
2924244016@qq.com China 83 58
Xinxiang Aurora Biotechnology Co.,Ltd.
+86-0086-0373-3088722 +86-18637352520
info@aurora-biotech.com China 135 58
Hebei Chuanghai Biotechnology Co., Ltd
+86-15350571055
Sibel@chuanghaibio.com China 8738 58
Hebei Yanxi Chemical Co., Ltd.
+86-17531190177
faithe@yan-xi.com China 5853 58
Henan Bao Enluo International TradeCo.,LTD
+86-17331933971
deasea125996@gmail.com China 2472 58
Shaanxi Haibo Biotechnology Co., Ltd
+86-18629295024
qinhe02@xaltbio.com China 997 58
airuikechemical co., ltd.
+86-18353166132
sales02@airuikechemical.com China 983 58
Chongqing Soarwin Technology Co., Ltd
+86-15790943001
crystal@sorawin.cn China 421 58
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806
sales@capot.com China 29640 60

13035-61-5(1,2,3,5-Tetraacetyl-β-D-ribofuranose)Verwandte Suche:


  • -D-RIBOFURANOSE 1,2,3,5-TETRAACETATE
  • β-D-Ribo
  • 1,2,3,5-Tetraacetylribofuranose
  • D-Ribose tetraacetate
  • Tetraacetyl-β-D-ribofuranose
  • beta-D-Ribofuranose 1,2,3,5-tetraacetate, 98+%
  • á-d-ribofuranose 1,2,3,5-tetraacetate
  • β-d-ribofuranose 1,2,3,5-tetra-o-acetate
  • 1,2,3,5-Tetra-O-Acety
  • 1,2,3,5-tetra-o-acetyl-á-d-ribofuranose
  • SS-D-RIBOFURANOSE 1,2,3,5-TETRAACETATE
  • β-D-Ribofuranose 1,2,3,5-tetraacetate, 98+%
  • 1,2,3,5-TETRA-O-ACETYL-SS-D-RIBOFURANOSE
  • 1,2,3,5-Tetra-O-acetyl-β-D-ribofuranose, Tetraacetylribose
  • 1,2,3,5-Tetraacetyl-β-D-ribose
  • [(2R,3R,4R,5S)-4,5-Diacetyloxy-2-(acetyloxymethyl)oxolan-3-yl] acetate
  • Acetyl 2-O,3-O,5-O-triacetyl-β-D-ribofuranoside
  • ^b-D-Ribofuranose 1,2,3,5-tetraacetate, 98+%
  • BETA-D-RIBOFURANOSE TETRAACETATE
  • BETA(R)-D-TETRAACETYL RIBOSE
  • 1,2,3,5-tetraacetyl-beta-d-furanoribose
  • 1,2,3,5-Tetraacetyl-beta-D-ribose
  • 1,2,3,5-TETRAACETYL-B-D-RIBOFURANOSE
  • 1,2,3,5-TETRAACETYL-BETA-D-RIBOFURANOSE
  • Tetra-O-ribofuranose
  • B-D-Ribofuranose 1,2,3,5-Tetraacetate
  • Ribose tetracetate
  • Tetra-O-acetyl- Ribose
  • 1,2,3,5-Tetra-O-acetyl-β-D-ribofuranose ,98%
  • 2,3,5-Tetra-O-acetyl-D-ribofuranose
  • 5-tetraacetate
  • beta-D-Ribofuranose 1
  • Β-D-RIBOFURANOSE TETRAACETATE
  • β--D-Ribofuranose 1,2,3,5-Tetraacetate
  • Fouracetylribose
  • TETRAACETYL-BETA-D-RIBOFURANOSE
  • TETRA-O-ACETYL-B-D-RIBOFURANOSE
  • 1,2,3,5-Tetra-O-acetyl-
  • BETA-D-RIBOFURANOSE 1,2,3,5-TETRAACETATE
  • 1,2,3,5-TETRA-O-ACETYL-B-D-*RIBOFURANOSE
  • Four acetyl RNA
  • Regadenoson impurity G
  • Beta-D-Ribofuranose 1,2,3,5-tetraacetate(Ribavirin API Impurity H)
  • 1,2,3,5-Tetraacetoxy-β-D-Ribose
  • Tetra-O-acetyl-β-D-ribofuranose >
  • ?-D-Ribofuranose 1,2,3,5-tetraacetate
  • 1,2,3,5-TETRA-0-ACETYL-?-D-RIBOFURANOSE
  • beta-D-Ribofuranose 1,2,3,5-tetraacetate USP/EP/BP
  • tetra-O-beta-Ribofuranose
  • β-D-β-D-Ribofuranose 1,2,3,5-tetraacetateRibofuranose 1,2,3,5-tetraacetate
  • Tetra-O-acetyl-β-D-ribofuranose
  • 1,2,3,5-Tetra-O-Acetyl-b-D-Ribofuranose extrapure, 98%
  • [(2R,3R,4R,5S)-3,4,5-triacetyloxyoxolan-2-yl]methyl acetate
  • 1,2,3,5-Tetra-O-acetyl-D-ribofuranose
  • 1,2,3,5-Tetraacetate
  • TETRAACETYLRIBOFURANOSE
  • TETRAACETYLRIBOSE
  • RIBOFURANOSE TETRAACETATE
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