| Size | Price | Stock | Qty |
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| 50mg |
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| 100mg |
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| Other Sizes |
| Targets |
This compound is not a drug and does not have a specific pharmacological target. It is a synthetic intermediate. Its purpose is to be a precursor for the synthesis of nucleosides, which can then target enzymes like DNA polymerases or viral reverse transcriptases. The specific stereochemistry (R) and the alpha configuration define its use as a building block for specific analogs.
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| ln Vitro |
In vitro activity is not applicable as this compound is not a drug. It is a chemical tool. Any in vitro activity would be associated with the final, deprotected nucleoside product synthesized from it. Its value lies in its chemical stability and orthogonal protecting groups, which allow for the selective modification of the sugar to create a library of compounds.
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| ln Vivo |
In vivo activity is not applicable. This compound is not administered to animals. It is handled in a chemistry laboratory to synthesize other compounds that may subsequently be tested in animals. The final, deprotected nucleoside analogs made from this building block are the agents that would be evaluated for in vivo efficacy.
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| Enzyme Assay |
Cell-free assays are not performed for this building block itself. Instead, if the final synthetic product is a nucleoside analog, it can be tested in a DNA polymerase activity assay. The DNA polymerase, DNA template, and deoxynucleotide triphosphates are incubated with the final analog (converted to its triphosphate form). The effect on DNA synthesis is measured by gel electrophoresis or scintillation counting.
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| Cell Assay |
As a chemical intermediate, this compound is not used in cell-based assays. It is used in organic synthesis reactions. A typical protocol involves deprotecting the isopropylidene groups under acidic conditions or selectively removing the benzoyl group, followed by a glycosylation reaction to attach a nucleobase. Its purity is confirmed by TLC, HPLC, or NMR.
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| Animal Protocol |
Animal studies are not performed with this building block. However, the nucleoside analogs that are synthesized from it can be used in animal models. For example, if a compound with antiviral activity is made, it can be tested in a mouse model of viral infection. This compound is not the final therapeutic; it is a precursor, so it has no direct in vivo protocol.
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| ADME/Pharmacokinetics |
This compound is a building block for organic synthesis, not a drug; therefore, its ADME properties are not characterized. Its molecular formula is C18H22O6, and it has a molecular weight of 334.36. It is typically stored as a solid at -20degC, protected from moisture. Its physical properties (e.g., solubility in dichloromethane) are defined for use in chemical reactions.
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| Toxicity/Toxicokinetics |
The literature does not contain toxicological data for this compound because it is a synthetic intermediate. It is handled with standard laboratory safety precautions (gloves, goggles, lab coat). As a solid, it is generally considered to be of low acute toxicity. However, it is not intended for human consumption and should be treated as a potential irritant.
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| References |
[1]. Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88.
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| Additional Infomation |
This compound is a key chiral building block in carbohydrate chemistry. The isopropylidene group is an acetonide that protects the 1,2-diol, while the benzoyl group protects the 5-OH. The "alpha" and "R" configurations are crucial for constructing nucleosides with specific stereochemistry. It is used in the synthesis of analogs of drugs like Sofosbuvir (for Hepatitis C) or other antiviral agents. Searched
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| Molecular Formula |
C15H18O6
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|---|---|
| Molecular Weight |
294.30
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| Exact Mass |
294.11
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| CAS # |
6612-91-5
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| Related CAS # |
5-O-Benzoyl-1,2-di-O-isopropylidene-alpha-D-xylofuranose;6022-96-4
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| PubChem CID |
228800
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| Appearance |
White to off-white solid powder
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| Density |
1.253 g/cm3
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| Boiling Point |
432ºC at 760 mmHg
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| Flash Point |
159.2ºC
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| LogP |
1.08
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| Hydrogen Bond Donor Count |
1
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| Hydrogen Bond Acceptor Count |
6
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| Rotatable Bond Count |
4
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| Heavy Atom Count |
21
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| Complexity |
390
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| Defined Atom Stereocenter Count |
0
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| SMILES |
CC1(OC2C(C(OC2O1)COC(=O)C3=CC=CC=C3)O)C
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| InChi Key |
WKRBIHIDJVMVGS-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C15H18O6/c1-15(2)20-12-11(16)10(19-14(12)21-15)8-18-13(17)9-6-4-3-5-7-9/h3-7,10-12,14,16H,8H2,1-2H3
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| Chemical Name |
(6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO: 100 mg/mL (339.79 mM)
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| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.3979 mL | 16.9895 mL | 33.9789 mL | |
| 5 mM | 0.6796 mL | 3.3979 mL | 6.7958 mL | |
| 10 mM | 0.3398 mL | 1.6989 mL | 3.3979 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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