ChemicalBook > CAS DataBase List > beta-D-Ribofuranose 1,2,3,5-tetraacetate

beta-D-Ribofuranose 1,2,3,5-tetraacetate

Product Name
beta-D-Ribofuranose 1,2,3,5-tetraacetate
CAS No.
13035-61-5
Chemical Name
beta-D-Ribofuranose 1,2,3,5-tetraacetate
Synonyms
(2S,3R,4R,5R)-5-(acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate;TETRAACETYLRIBOFURANOSE;beta-D-Ribofuranose;1,2,3,5-Tetraacetate;TETRA-O-ACETYL-BETA-D-RIBOFURANOSE;1,2,3,5-tera-O-acetyl-beta-D-ribofuranose;1,2,3,5-TETRA-O-ACETYL-BETA-D-RIBOFURANOSE;[(2R,3R,4R,5S)-3,4,5-triacetoxytetrahydrofuran-2-yl]methyl acetate;TETRAACETYLRIBOSE;RIBOFURANOSE TETRAACETATE
CBNumber
CB4682585
Molecular Formula
C13H18O9
Formula Weight
318.28
MOL File
13035-61-5.mol
More
Less

beta-D-Ribofuranose 1,2,3,5-tetraacetate Property

Melting point:
81-83 °C(lit.)
alpha 
-15.4 º (c=7, MeOH)
Boiling point:
417.45°C (rough estimate)
Density 
1.4171 (rough estimate)
refractive index 
-14.5 ° (C=5, MeOH)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform (Sparingly), Methanol (Slightly)
form 
Crystalline Powder
color 
White to almost white
optical activity
[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 DataBase Reference
13035-61-5(CAS DataBase Reference)
More
Less

Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25-36-26
WGK Germany 
3
HS Code 
29400090
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
159026
Product name
β-D-Ribofuranose 1,2,3,5-tetraacetate
Purity
98%
Packaging
5g
Price
$46.2
Updated
2024/03/01
Sigma-Aldrich
Product number
159026
Product name
β-D-Ribofuranose 1,2,3,5-tetraacetate
Purity
98%
Packaging
25g
Price
$119
Updated
2024/03/01
TCI Chemical
Product number
R0066
Product name
Tetra-O-acetyl-beta-D-ribofuranose
Purity
>98.0%(GC)
Packaging
5g
Price
$34
Updated
2024/03/01
TCI Chemical
Product number
R0066
Product name
Tetra-O-acetyl-beta-D-ribofuranose
Purity
>98.0%(GC)
Packaging
25g
Price
$116
Updated
2024/03/01
Alfa Aesar
Product number
B24426
Product name
beta-D-Ribofuranose 1,2,3,5-tetraacetate, 98+%
Packaging
5g
Price
$35.65
Updated
2024/03/01
More
Less

beta-D-Ribofuranose 1,2,3,5-tetraacetate Chemical Properties,Usage,Production

Description

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.

Chemical Properties

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

Uses

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].

References

[1] ILKO BALD. Low energy electron-induced reactions in gas phase 1,2,3,5-tetra-O-acetyl-beta-D-ribofuranose: a model system for the behavior of sugar in DNA.[J]. Journal of Chemical Physics, 2007. DOI:10.1063/1.2436873.
[2] TUN-CHENG CHIEN; Ji W C. A convenient preparation of 1,2,3-tri-O-acetyl-β-d-ribofuranose by enzymatic regioselective 5-O-deacetylation of the peracetylated ribofuranose[J]. Carbohydrate Research, 2004. DOI:10.1016/j.carres.2004.01.010.
[3] THOMAS L. CUPPS; Leroy B T; Dean S Wise. A further investigation of the stannic chloride-catalyzed condensation reaction of 1-hexene and 1,2,3,5-tetra-O-acyl-β-d-ribofuranoses[J]. Carbohydrate Research, 1983. DOI:10.1016/0008-6215(83)88135-X.

beta-D-Ribofuranose 1,2,3,5-tetraacetate Preparation Products And Raw materials

Raw materials

Inosine

Preparation Products

More
Less

beta-D-Ribofuranose 1,2,3,5-tetraacetate Suppliers

Belgium 2 Canada 1 China 530 Europe 3 France 1 Germany 14 India 26 Italy 1 Japan 5 Russia 1 Slovakia 1 South Korea 1 Switzerland 8 The Netherlands 1 United Kingdom 18 United States 57 Global 670
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
AbaChemScene
Tel
732-484-9848
Fax
888-484-5008
Email
sales@chemscene.com
Country
United States
ProdList
3982
Advantage
60
BOC Sciences
Tel
+1-631-485-4226
Fax
1-631-614-7828
Email
inquiry@bocsci.com
Country
United States
ProdList
19553
Advantage
58
Cato Research Chemicals Inc.
Tel
020-81215950 4000-868-328
Email
customer@uwalab.com
Country
United States
ProdList
10404
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
United States Biological
Tel
--
Fax
--
Email
sales@advtechind.com
Country
United States
ProdList
6075
Advantage
58
Synthonix Inc
Tel
--
Fax
--
Email
info@synthonix.com
Country
United States
ProdList
6872
Advantage
58
CarboMer, Inc.
Tel
--
Fax
--
Email
sales@carbomer.com
Country
United States
ProdList
4026
Advantage
67
Cayman Chemical Company
Tel
--
Fax
--
Email
cayman@caymanchem.com
Country
United States
ProdList
6213
Advantage
81
MP Biomedicals, LLC. (Division of Valiant FC Co., Ltd.)
Tel
--
Fax
--
Email
serv@mpbio.com
Country
United States
ProdList
1854
Advantage
58
Alichem Inc.
Tel
--
Fax
--
Email
sales@alichem.com
Country
United States
ProdList
6167
Advantage
58
Wilshire Technologies, Inc.
Tel
--
Fax
--
Email
info@wilshiretechnologies.com
Country
United States
ProdList
893
Advantage
58
Wilshire Technologies
Tel
--
Fax
--
Country
United States
ProdList
428
Advantage
58
Fluorochem Ltd.
Tel
--
Fax
--
Email
enquiries@fluorochem.co.uk
Country
United States
ProdList
4583
Advantage
58
Charkit Chemical Corporation
Tel
--
Fax
--
Email
sales@charkit.com
Country
United States
ProdList
2993
Advantage
65
TCI America, Inc. (part of Tokyo Chemical Industry)
Tel
--
Fax
--
Email
Angelina.Crew@tcichemicals.com
Country
United States
ProdList
2053
Advantage
58
OChem Incorporation
Tel
--
Fax
--
Email
sales@ocheminc.com
Country
United States
ProdList
6501
Advantage
60
VWR International, LLC.
Tel
--
Fax
--
Email
@sargentwelch.com
Country
United States
ProdList
6262
Advantage
58
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
Combi-Blocks Inc.
Tel
--
Fax
--
Email
sales@combi-blocks.com
Country
United States
ProdList
6618
Advantage
69
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
AppliChem, LLC
Tel
--
Fax
--
Email
sales@applichem.com
Country
United States
ProdList
169
Advantage
50
Fragmenta
Tel
--
Fax
--
Email
sales@fragmenta.com
Country
United States
ProdList
1068
Advantage
0
HBCChem Inc.
Tel
--
Fax
--
Email
sales@hbcchem-inc.com
Country
United States
ProdList
4569
Advantage
30
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6962
Advantage
56
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
AlliChem, LLC
Tel
--
Fax
--
Email
sales@allichemllc.com
Country
United States
ProdList
6516
Advantage
60
Chiral Management
Tel
--
Fax
--
Email
sales@chiralmanagement.com
Country
United States
ProdList
1332
Advantage
30
INDOFINE Chemical Company, Inc.
Tel
--
Fax
--
Email
chemical@indofinechemical.com
Country
United States
ProdList
6176
Advantage
69
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
Spectrum Chemicals & Laboratory Products
Tel
--
Fax
--
Email
sales@spectrumchemical.com
Country
United States
ProdList
6699
Advantage
77
NetQem
Tel
--
Fax
--
Email
sales@netqem.us
Country
United States
ProdList
1641
Advantage
38
Oakwood Products, Inc.
Tel
--
Fax
--
Email
sales@oakwoodchemical.com
Country
United States
ProdList
6193
Advantage
74
Chem-Impex International, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6730
Advantage
64
2A PharmaChem USA
Tel
--
Fax
--
Email
sales@2apharmachem.com
Country
United States
ProdList
6137
Advantage
39
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
APAC Pharmaceutical, LLC
Tel
--
Fax
--
Email
sales@apacpharma.com
Country
United States
ProdList
6322
Advantage
38
Advanced Molecular Technologies
Tel
--
Fax
--
Email
enquiries@amtechpl.com
Country
United States
ProdList
136
Advantage
38
Advance Scientific & Chemical
Tel
--
Fax
--
Email
sales@advance-scientific.com
Country
United States
ProdList
6419
Advantage
71
Wilshire Chemical Company Inc.
Tel
--
Fax
--
Email
WilshrChem@AOL.COM
Country
United States
ProdList
3498
Advantage
58
Fisher Scientific
Tel
--
Fax
--
Email
sales@fishersci.com
Country
United States
ProdList
2337
Advantage
86
MP Biomedicals, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6561
Advantage
81
Syntech Solutions
Tel
--
Fax
--
Email
service@syntechsource.com
Country
United States
ProdList
110
Advantage
39
Beta Pharma, Inc.
Tel
--
Fax
--
Email
sales@betapharma.com
Country
United States
ProdList
6226
Advantage
60
More
Less

View Lastest Price from beta-D-Ribofuranose 1,2,3,5-tetraacetate manufacturers

Xinxiang Aurora Biotechnology Co.,Ltd.
Product
Tetraacetylribofuranose 13035-61-5
Price
US $0.00/Kg
Min. Order
1Kg
Purity
98%
Supply Ability
20Ton
Release date
2024-11-29
Xinxiang Aurora Biotechnology Co.,Ltd.
Product
1,2,3,5-tera-O-acetyl-beta-D-ribofuranose 13035-61-5
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
99%
Supply Ability
20Ton
Release date
2024-11-29
WUHAN FORTUNA CHEMICAL CO., LTD
Product
beta-D-Ribofuranose 1,2,3,5-tetraacetate 13035-61-5
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10tons/month
Release date
2021-07-19

13035-61-5, beta-D-Ribofuranose 1,2,3,5-tetraacetateRelated Search:

Acetylacetone Acetaminophen Tetraacetylethylenediamine Acetylsalicylic acid Acetylcholine Acetylspiramycin Ribonucleic acid Acetyl chloride Acetyl coenzyme A sodium salt N-Acetyl-L-cysteine beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate 1-O-Acetyl-2,3,5-tri-O-(4-chlorobenzoyl)-beta-D-ribofuranose 1-ACETYL-2,3,5-TRI-O-BENZOYL-B-L-RIBOFURANOSE TETRAACETYLRIBOFURANOSE ETHYL-BIS-(SODIUMTETRAZOYLAZO)ACETATE 1,2,3,5-Tetra-O-benzoyl-2C-methyl-D-ribofuranose ACETAMINOPHENOL BP/USP beta-D-Ribofuranose 1,2,3,5-tetraacetate

  • TETRAACETYLRIBOFURANOSE
  • TETRAACETYLRIBOSE
  • TETRAACETYL-BETA-D-RIBOFURANOSE
  • TETRA-O-ACETYL-B-D-RIBOFURANOSE
  • TETRA-O-ACETYL-BETA-D-RIBOFURANOSE
  • RIBOFURANOSE TETRAACETATE
  • 1,2,3,5-Tetra-O-acetyl-
  • 1,2,3,5-tera-O-acetyl-beta-D-ribofuranose
  • BETA-D-RIBOFURANOSE 1,2,3,5-TETRAACETATE
  • 1,2,3,5-TETRA-O-ACETYL-B-D-*RIBOFURANOSE
  • -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
  • (2S,3R,4R,5R)-5-(acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate
  • 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+%
  • 1-B-D-Ribofluranose-1,2,3,5-Tetraacetate
  • BETA-D-RIBOFURANOSE 1,2,3,5-TETRA-O-ACETATE
  • 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-TETRA-O-ACETYL-BETA-D-RIBOFURANOSE
  • 1,2,3,5-Tetra-O-acetyl-D-ribofuranose
  • 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%
  • beta-D-Ribofuranose
  • 2,3,5-Tetra-O-acetyl-D-ribofuranose
  • 5-tetraacetate
  • beta-D-Ribofuranose 1
  • Β-D-RIBOFURANOSE TETRAACETATE
  • 1,2,3,5-Tetraacetate
  • <i>β</i>--D-Ribofuranose 1,2,3,5-Tetraacetate
  • Four acetyl RNA
  • Fouracetylribose
  • 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 &gt
  • ?-D-Ribofuranose 1,2,3,5-tetraacetate