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1,2,3-tri-O-acetyl-5-deoxyribofuranose

1,2,3-triacetyl-5-deoxy-β-D-Riboturanose

CAS: 62211-93-2

Molecular Formula: C11H16O7

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1,2,3-tri-O-acetyl-5-deoxyribofuranose - Names and Identifiers

Name 1,2,3-triacetyl-5-deoxy-β-D-Riboturanose
Synonyms ACETYLFURANOSIDE
Acetylfuranoside
5-Deoxy-b-D-ribofuranose
1,2,3-Triacetoxy-5-Deoxy Ribose
1,2,3-Triacetyl-5-deoxy-D-ribose
1,2,3-Triacetoy-5-Deoxy-β-Ribose
1,2,3-triacetoxy-5-deoxy-D-ribose
1,2,3-triacetyl-5-deoxy-β-D-Ribose
5-Deoxy-b-D-ribofuranose triacetate
1,2,3-Triacetyl-5-Deoxy-Beta-Ribose
1,2,3-tri-O-acetyl-5-Deoxy-β-D-ribose
1,2,3-tri-O-acetyl-5-deoxyribofuranose
1,2,3-3-O-Acetyl-5-Deoxy-D-Ribofuranose
1,2,3-triacetyl-5-deoxy-β-D-Riboturanose
1,2,3-O-triacetyl-5-deoxy-D-riboturanose
1,2,3-tri-O-acetyl-5-deoxy-D-ribofuranose
Triacetyl-5-deoxy-β-D-Riboturanose, 1,2,3-
1,2,3-tri-O-acetyl-5-deoxy-β-D-ribofuranose
b-D-Ribofuranose, 5-deoxy-,1,2,3-triacetate
5-Deoxy-1,2,3-tri-O-acetyl-D-ribofuranoside
1,2,3-Tri-O-acetyl-5-deoxy-b-D-ribofuranose
1,2,3-Triacetoxy-5-Deoxy-Beta-D-Ribofuranose
1,2,3-Triacetyl-5-deoxy-D-ribose(beta isomer)
1,2,3-Tri-O-acetyl-5-deoxy-beta-D-ribofuranose
1,2,3 tri-o-acetyl-5-deoxy-beta-D-ribofuranose
1,2,6-Tri-O-Acetyl-3,4-Di-O-Benzyl-Alpha-D-Mannopyranose
1,2,6-TRI-O-ACETYL-3,4-DI-O-BENZYL-ALPHA-D-MANNOPYRANOSE
CAS 62211-93-2
EINECS 612-957-7
InChI InChI=1/C11H16O7/c1-5-9(16-6(2)12)10(17-7(3)13)11(15-5)18-8(4)14/h5,9-11H,1-4H3/t5-,9-,10-,11+/m1/s1

1,2,3-tri-O-acetyl-5-deoxyribofuranose - Physico-chemical Properties

Molecular FormulaC11H16O7
Molar Mass260.24
Density1.23
Melting Point63-64°C
Boling Point315°C
Flash Point136°C
Solubility Soluble in ethanol
Vapor Presure0.005-0.01Pa at 20-25℃
AppearancePowder
ColorYellow to Brown
Storage ConditionSealed in dry,2-8°C
Refractive Index1.465
MDLMFCD08458459
UseIntermediate of Capecitabine

1,2,3-tri-O-acetyl-5-deoxyribofuranose - Risk and Safety

Safety Description24/25 - Avoid contact with skin and eyes.
HS Code29400090

1,2,3-tri-O-acetyl-5-deoxyribofuranose - Reference Information

LogP0.377-0.43 at 25℃
surface tension 39.28mN/m at 1.01g/L and 20 ℃
Introduction triacetyl ribose is an important intermediate in the synthesis of capecitabine, through the route reported in the literature can be prepared by three steps to capecitabine drug substance. According to the reports in the literature, the synthesis of triacetyl ribose is mainly related to the following two methods: first, 1-methyl-5-deoxyribose is used as an intermediate, and triacetyl ribose is obtained by two-step reaction; second, 5-deoxy-d-ribose was used as an intermediate to obtain triacetyl ribose by one-step acetylation. As reported above, the preparation of triacetyl ribose is a mixture of α and β isomers, and the β isomer is involved in the next reaction to prepare capecitabine. The α isomer is the resulting impurity, the proportion of the α isomer is 3 to 30%, and the proportion of the α isomer is not higher. The β-isomer purity can be obtained by column chromatography or recrystallization at this isomer ratio.
preparation preparation method of triacetylribose alpha isomer. The specific method is to use 5-deoxy-D-ribose as the starting material, acetylated under the action of acetic acid acrylate/ferric chloride to obtain triacetyl ribose isomer mixture, the mixture was further purified from the pure triacetylribose alpha isomer. The reaction raw material 5-deoxy-D-ribose is a known compound, and its sample can be obtained by the synthesis method of patent WO2008/105593, using methyl -5-deoxy -2, 3-o-isopropylidene-β-d-nucleoside (V) was hydrolyzed by heating sulfuric acid to prepare samples.
Use Intermediate of Capecitabine
Last Update：2024-04-09 21:01:54
1,2,3-tri-O-acetyl-5-deoxyribofuranose
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1,2,3-tri-O-acetyl-5-deoxyribofuranose
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