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

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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)

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Safety

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

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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.

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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

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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

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

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

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

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