α-D-erythro-Pentofuranose-2-deoxy-2,2-difluoro-3,5-dibenzoate CAS 143157-22-6

Key Features

✔ High-Stability Intermediate
✔ Gemcitabine Precursor
✔ Chiral Purity: >98% diastereomeric excess (HPLC-verified)
✔ Scalable Solutions: Available from gram to multi-kilogram quantities
✔ Regulatory Compliance: Full ICH Q3D elemental impurity documentation

Batch-specific CoA available on request.

Product Description

This α-configured difluorinated pentofuranose derivative is structurally optimized for:

Controlled stereospecific glycosylation reactions in nucleoside synthesis
Enhanced metabolic stability via C2 gem-difluoro substitution
Sequential deprotection strategies (3,5-dibenzoate → selective 1-OH activation)

Key molecular advantages:
✔ α-Anomer provides optimal spatial conformation for kinase recognition
✔ Benzoate groups prevent undesired cyclization side reactions
✔ Fluorine atoms enhance membrane permeability in final APIs

1. Product Identification

IUPAC Name: (2R,3S,4R,5R)-3,5-Bis(benzoyloxy)-4,4-difluoro-5-(hydroxymethyl)tetrahydrofuran-2-ol
CAS Number: 143157-22-6
Molecular Formula: C₁₉H₁₆F₂O₆
Molecular Weight: 378.33 g/mol
EC Number: 604-307-2
Structural Motif: α-D-erythro configuration with C1 hemiketal

2. Quality Specifications

Parameter	Specification	Analytical Method
Appearance	White crystalline solid	Visual inspection
Purity (HPLC)	≥98.5% (α-anomer)	Normal phase HPLC
Water Content	≤0.3% w/w	Karl Fischer
Residual Solvents	<1000 ppm total	GC-MS
Heavy Metals (Pb, Cd, As)	≤5 ppm each	ICP-OES

3. Physicochemical Properties

Melting Range: 118-122°C
Specific Rotation: [α]²⁵D +43° to +47° (c=1, CHCl₃)
Solubility Profile:
- Soluble: DCM, THF, ethyl acetate
- Partially soluble: MeOH, EtOH
- Insoluble: Water, hexanes
Partition Coefficient: LogP = 2.8 ± 0.2
Hygroscopicity: Low (store with desiccant)

4. Product Applications

Pharmaceutical Manufacturing:
➤ Gemcitabine (dFdC) and related chemotherapy agents
➤ Fluorinated antiviral nucleosides (HCV NS5B inhibitors)

Research Uses:
➤ Glycosyltransferase studies (fluorine as mechanistic probe)
➤ PET tracer development (¹⁸F/¹⁹F isotopic labeling)
➤ Oligonucleotide modification for enhanced nuclease resistance

5. Packaging & Storage

Standard Options:

Research scale: 1g/5g glass vials with septum seals
Pilot scale: 50g/100g HDPE bottles with nitrogen blanket
Bulk orders: Customized metalized barrier bags

Storage Protocols:

Temperature: -20°C ± 3°C (long-term stability)
Atmosphere: Argon recommended for >50g quantities
Handling: Equilibrate to room temperature before opening
Shelf Life: 5 years when stored unopened

6. Safety & Handling

GHS Classification:

H315 (Skin irritation)
H319 (Eye irritation)
H335 (Respiratory irritation)

Protective Measures:

PPE: Nitrile gloves + dust mask + safety goggles
Ventilation: Local exhaust required for powder handling
Spill Control: Absorb with vermiculite, dispose as fluorinated waste

First Aid:
► Skin contact: Wash with 10% polyethylene glycol solution
► Eye exposure: Immediate irrigation with saline (20 min)
► Inhalation: Administer oxygen if breathing difficulty occurs

Technical Notes

• Stability Data: Accelerated degradation studies available
• Custom Modifications:

Boc/Trityl-protected variants
¹³C/⁶Li labeled versions
• Regulatory Support: DMF/ASMF preparation services

Quality Documentation: Includes CoA, NMR/HRMS spectra, and method validation reports

Product MOQ

We understand that your requirements vary across different stages, from R&D and pilot scale to commercial production. Therefore, we support both:

R&D Samples: We offer sample sizes from gram to kilogram scale to support your early-stage project evaluation.
Commercial Supply: We provide standard industrial packaging (e.g., 25kg drums, 200kg drums) and have a stable capacity for bulk supply.

For detailed information on the Minimum Order Quantity (MOQ) for a specific product or to discuss custom packaging solutions, please contact our sales team.

Our Customization Capabilities Include

We bridge the gap between your concept and a commercial-ready product. Our flexible manufacturing and expert R&D team empower us to deliver fully customized chemical solutions.

Custom Synthesis: We develop molecules from lab scale to industrial production.
Specification Adjustment: We modify purity, form, and other key parameters to fit your application.
Flexible Packaging: We provide custom packaging and labeling to streamline your supply chain.

Tell us your challenge. We’ll build the solution.

Large or Small Order

Sample and bulk orders are welcome.
Supplying from grams to tons. Inquire for pricing.
We treat every order with the same dedication, large or small.

Technical Downloads

Technical Data Sheet (TDS)
Safety Data Sheet (SDS)
Request Certificate of Analysis (CoA)
Request a Quote

Inquiry & Ordering Information

Submit Inquiry: Contact us with the Product/CAS No., Quantity, and Purity requirements.
Receive Quote: Our team will provide a formal quotation and lead time.
Place Order: Confirm by issuing an official Purchase Order (PO).

Questions? Contact Us anytime.

Custom Synthesis Service

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VIP Customer Service

Reischbio provides confidential custom synthesis services, structured for innovative companies requiring unique and proprietary molecules. Our expert chemists leverage state-of-the-art reaction technologies to tackle complex, multi-step synthesis projects, from milligrams to multi-kilogram scale. Governed by strict IP protection protocols, we function as a seamless extension of your R&D team. Our agile project management and transparent communication ensure projects are delivered on-time and on-spec. With our bespoke chemistry solutions, we empower you to overcome scientific challenges, secure critical IP, and accelerate your path to innovation.