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Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside

Cat No.:V61963 Purity: ≥98%
Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside, developed from D-ribose, is also an intermediate in the preparation /synthesis of arsenic-containing nucleoside compounds.
Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside
Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside Chemical Structure CAS No.: 4099-85-8
Product category: Others 12
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside, developed from D-ribose, is also an intermediate in the preparation /synthesis of arsenic-containing nucleoside compounds.
Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside (CAS 4099-85-8) is a protected ribose derivative with the molecular formula C₉H₁₆O₅ and a molecular weight of 204.22 g/mol. It is developed from D-ribose and serves as an intermediate in the preparation and synthesis of arsenic-containing nucleoside compounds. The compound functions as a protected form of ribofuranose, with the isopropylidene group protecting the 2,3-diol positions. It is a useful compound in organic synthesis, particularly for the synthesis of nucleoside analogs and other carbohydrate-based bioactive molecules. It is intended for research use only.
Biological Activity I Assay Protocols (From Reference)
Targets
Not applicable (chemical intermediate). Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside is a chemical intermediate used in organic synthesis. It does not have a defined pharmacological target. The compound is used as a protected form of ribofuranose for the synthesis of nucleoside analogs and other bioactive compounds. Its biological effects, if any, would be related to the compounds synthesized from it rather than the reagent itself.
ln Vitro
Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside is a chemical intermediate used in organic synthesis and does not exhibit direct pharmacological activity in standard in vitro assays. It is used to synthesize nucleoside analogs, arsenic-containing nucleoside compounds, and other carbohydrate-based bioactive molecules.
ln Vivo
In vivo studies of methyl 2,3-O-isopropylidene-β-D-ribofuranoside are not applicable as the compound is a chemical intermediate rather than a pharmacologically active compound. It is used in organic synthesis to produce bioactive compounds that may be evaluated in vivo. The compound itself is not administered to animals for therapeutic or pharmacological studies.
Enzyme Assay
Non-cell-based assays for methyl 2,3-O-isopropylidene-β-D-ribofuranoside are primarily analytical in nature. Standard methods including HPLC, NMR, and mass spectrometry are used for identification, quantification, and purity assessment. Physicochemical properties such as molecular weight (204.22 g/mol) and molecular formula (C₉H₁₆O₅) are determined using standard protocols. The compound is used as a reactant in organic synthesis reactions.
Cell Assay
Cell-based assays for methyl 2,3-O-isopropylidene-β-D-ribofuranoside are not commonly performed, as the compound is a chemical intermediate rather than a pharmacologically active compound. Nucleoside analogs synthesized using this reagent may be tested in cell-based assays, but the reagent itself is not typically used in cell culture applications.
Animal Protocol
In vivo animal studies for methyl 2,3-O-isopropylidene-β-D-ribofuranoside are not applicable as the compound is a chemical intermediate rather than a pharmacologically active compound. It is used in organic synthesis to produce compounds that may be evaluated in animal models.
ADME/Pharmacokinetics
Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside has a molecular formula of C₉H₁₆O₅ and a molecular weight of 204.22 g/mol. The CAS number is 4099-85-8. It is developed from D-ribose and serves as an intermediate in the synthesis of arsenic-containing nucleoside compounds. The compound is a protected form of ribofuranose and should be stored under recommended conditions. It is intended for research use only.
Toxicity/Toxicokinetics
Specific toxicity data for methyl 2,3-O-isopropylidene-β-D-ribofuranoside are limited. As a chemical intermediate, it may cause irritation to the skin, eyes, and respiratory tract. Standard laboratory safety practices should be followed when handling this compound.
References

[1]. Synthesis and chromatographic study of methyl-2,3-O-isopropylidene-5-dimethyl-arsinoyl-β-d-ribofuranoside and methyl-2,3-O-isopropylidene-5-deoxy-5-dimethyl-thioarsinoyl-β-d-ribofuranoside. Polyhedron, 27(12), 2655-2661.

Additional Infomation
Methyl 2,3-O-Isopropylidene-β-D-ribofuranoside is a protected ribose derivative developed from D-ribose. It serves as an intermediate in the preparation and synthesis of arsenic-containing nucleoside compounds and other carbohydrate-based bioactive molecules. The isopropylidene group protects the 2,3-diol positions of the ribofuranose ring. It is a useful compound in organic synthesis and is intended for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H16O5
Molecular Weight
204.22
Exact Mass
204.099
CAS #
4099-85-8
PubChem CID
96666
Appearance
Colorless to light yellow liquid
Density
1.2±0.1 g/cm3
Boiling Point
287.3±40.0 °C at 760 mmHg
Flash Point
127.5±27.3 °C
Vapour Pressure
0.0±1.3 mmHg at 25°C
Index of Refraction
1.492
LogP
0.55
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Heavy Atom Count
14
Complexity
217
Defined Atom Stereocenter Count
4
SMILES
O1C(C([H])([H])[H])(C([H])([H])[H])O[C@@]2([H])[C@]([H])(OC([H])([H])[H])O[C@]([H])(C([H])([H])O[H])[C@@]12[H]
InChi Key
DXBHDBLZPXQALN-WCTZXXKLSA-N
InChi Code
InChI=1S/C9H16O5/c1-9(2)13-6-5(4-10)12-8(11-3)7(6)14-9/h5-8,10H,4H2,1-3H3/t5-,6-,7-,8-/m1/s1
Chemical Name
[(3aR,4R,6R,6aR)-4-methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methanol
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: (1). This product requires protection from light (avoid light exposure) during transportation and storage.  (2). Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 100 mg/mL (489.67 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (12.24 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (12.24 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (12.24 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.8967 mL 24.4834 mL 48.9668 mL
5 mM 0.9793 mL 4.8967 mL 9.7934 mL
10 mM 0.4897 mL 2.4483 mL 4.8967 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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