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1-O-Acetyl-2,3,5-tri-O-benzoyl-alpha-D-ribofuranose

Beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate

CAS: 6974-32-9;70832-64-3

Molecular Formula: C28H24O9

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1-O-Acetyl-2,3,5-tri-O-benzoyl-alpha-D-ribofuranose - Names and Identifiers

Name Beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate
Synonyms -D-ribofuranose
Clofarabine intermediate (II)
D-Ribofuranose 1-acetate 2,3,5-tribenzoate
1-O-acetyl-2,3,5-tri-O-benzoylpentofuranose
B-D-RIBOFURANOSE-1-ACETATE-2,3,5-TRIBENZOATE
β-D-Ribofuranose, 1-acetate 2,3,5-tribenzoate
1-Acetyl-2,3,5-tribenzoyl-beta-D-ribofuranose
1-0-Acetyl-2,3,5-Tri-0-Benzoyl--D-Ribofuranose
BETA-D-RIBOFURANOSE 1-ACETATE 2,3,5-TRIBENZOATE
Beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate
1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose
1-O-Acetyl-2,3,5-tri-O-benzoyl-a,-D-ribofuranose
2-O,3-O,5-O-Tribenzoyl-β-D-ribofuranose 1-acetate
1-O-Acetyl-2-O,3-O,5-O-tribenzoyl-β-D-ribofuranose
2-O,3-O,5-O-Tribenzoyl-1-O-acetyl-β-D-ribofuranose
1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose
1-O-Acetyl-2, 3, 5-Tri-O-Benzoly-Beta-D-Ribofuranse
1-O-Acetyl-2,3,5-tri-O-benzoyl-alpha-D-ribofuranose
1-O-Acetyl-2,3,5-Tri-O-benzoyl-beta-D-Ribofuranosine
(5-Acetyloxy-3,4-Dibenzoyloxy-Oxolan-2-Yl)Methyl Benzoate
1-O-acetyl-2,3,5-tris-O-(phenylcarbonyl)-β-D-xylofuranose
1-O-acetyl-2,3,5-tris-O-(phenylcarbonyl)-beta-L-ribofuranose
(3R,4R,5R)-2-Acetoxy-3,4-bis(benzoyloxy)-5-(benzoyloxymethyl)tetrahydrofuran
CAS 6974-32-9
70832-64-3
EINECS 230-220-4
InChI InChI=1/C28H24O9/c1-18(29)34-28-24(37-27(32)21-15-9-4-10-16-21)23(36-26(31)20-13-7-3-8-14-20)22(35-28)17-33-25(30)19-11-5-2-6-12-19/h2-16,22-24,28H,17H2,1H3/t22-,23-,24-,28-/m0/s1
InChIKey GCZABPLTDYVJMP-CBUXHAPBSA-N

1-O-Acetyl-2,3,5-tri-O-benzoyl-alpha-D-ribofuranose - Physico-chemical Properties

Molecular FormulaC28H24O9
Molar Mass504.48
Density1.35±0.1 g/cm3(Predicted)
Melting Point128-130°C
Boling Point621.0±55.0 °C(Predicted)
Specific Rotation(α)24.4 º (c=1, pyridine)
Flash Point264.258°C
Solubility Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly, Sonicated),
Vapor Presure0mmHg at 25°C
AppearanceWhite crystal
ColorClear slightly yellow or greenish to brown
BRN100243
Storage ConditionSealed in dry,Room Temperature
Refractive Index24 ° (C=1, Pyridine)
MDLMFCD00005357
UseUsed as a pharmaceutical Intermediate

1-O-Acetyl-2,3,5-tri-O-benzoyl-alpha-D-ribofuranose - Risk and Safety

Hazard SymbolsXi - Irritant
Irritant
Risk Codes36/38 - Irritating to eyes and skin.
Safety DescriptionS22 - Do not breathe dust.
S24/25 - Avoid contact with skin and eyes.
S37/39 - Wear suitable gloves and eye/face protection
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany3
TSCAYes
HS Code29400090

1-O-Acetyl-2,3,5-tri-O-benzoyl-alpha-D-ribofuranose - Reference Information

EPA chemical substance information information provided by: ofmpeb.epa.gov (external link)
Overview Among the chemical drugs, nucleosides and their derivatives, the amount of 1-acetoxy-2, 3, 5-tribenzoyloxy-1-beta-d-ribofuranose is a key intermediate for the synthesis of nucleosides and their derivatives. The chemical and Medicinal Chemistry of nucleoside compounds is a new research field at home and abroad. Nucleoside or nucleotide analogs with anti Virus activity are known as nucleoside anti Virus drugs, the treatment of Virus disease plays a very important role.
Application 1-acetoxy-2, 3, 5-tribenzoyloxy-1-beta-d-ribofuranose is an important intermediate for the preparation of nucleoside and its derivatives, such as ribavirin, an antiviral drug, or fludarabine, an antitumor drug.
preparation add the above 145g benzoyl compound to 1.45L dichloromethane, stir and dissolve, add 54g of acetic anhydride, the temperature was cooled to 10-20 °c with ice water bath, and 2g of p-toluenesulfonic acid was added. The reaction temperature was controlled not to exceed 20 °c, and the reaction was continued for 12h at this temperature. Filter, wash the filter cake with appropriate amount of dichloromethane, combine the filtrate, wash the filtrate successively with 500ml of water, 500ml of saturated sodium bicarbonate solution and 500ml of saturated brine, dry over anhydrous magnesium sulfate, filter, concentrate under reduced pressure to recover the solvent, A white crude product was obtained, which was recrystallized from ethanol to obtain the product, which was dried in a blast drying oven to obtain 1-acetoxy-2, 3, white crystalline powder of 5-tribenzoyloxy-1-beta-d-ribofuranose 71.5g, yield 70.9%, purity 99.1%(HPLC), melting point 129-131 ℃, the specific rotation was 42.444 °(c = 1, chloroform).
Use for pharmaceutical intermediates
Last Update：2024-04-09 21:54:55
1-O-Acetyl-2,3,5-tri-O-benzoyl-alpha-D-ribofuranose
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CAS: 6974-32-9
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Hubei YoungXin Pharmaceutical Tech Co.,Ltd.
Spot supply
Product Name: Clofarabine Impurity 21 Visit Supplier Webpage Request for quotation
CAS: 70832-64-3
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052 Click to send a QQ message
Wechat: 15671228036
Hefei TNJ Chemical Industry Co.,Ltd.
Product Name: Beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate Request for quotation
CAS: 6974-32-9
Tel: 0086-551-65418684
Email: sales@tnjchem.com
　　　　 info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840 Click to send a QQ message
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Shanghai Yuanye Bio-Technology Co., Ltd.
Spot supply
Product Name: β-D-Ribofuranose 1-acetate 2,3,5-tribenzoate Visit Supplier Webpage Request for quotation
CAS: 6974-32-9
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Wechat: 18301782025
Shanghai Worldyang Chemical Co.,Ltd.
Product Name: beta-D-Ribofuranose,1-acetate 2,3,5-tribenzoate Request for quotation
CAS: 6974-32-9
Tel: +86-21-56795779
Email: charles7788@worldyachem.com
Mobile: +86-13651600618
QQ: 2850607228 Click to send a QQ message
Wechat: 13651600618
WhatsApp: +8613651600618
Hangzhou Verychem Science And Technology Co.Ltd
Multiple Specifications
Product Name: 1-O-Acetyl-2,3,5-tri-O-benzoyl-a,-D-ribofuranose Request for quotation
CAS: 6974-32-9
Tel: +86-571-88162785
Email: Lucy@verypharm.com
Mobile: +86-13606544505
QQ: 472954302 Click to send a QQ message
Product List: View Catalog
Suzhou Janlon Biopharma Co Ltd
Product Name: 1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose Request for quotation
CAS: 6974-32-9
Tel: 0512-67909115
Email:
Mobile: 18662510535
QQ: 99938187 Click to send a QQ messageSend QQ message
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1-O-Acetyl-2,3,5-tri-O-benzoyl-alpha-D-ribofuranose
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