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(2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine

CAS 317356-27-7 · Fluorinated Compound · 3 functional traits · cGMP compliant · Ships from USA in 2-3 days

Fluorinated Compound

(2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine

Boc-Protected PharmaceuticalDiagnostic ImagingAgrochemicalMaterials SciencePeptide SynthesisFine Chemical
CAS Number 317356-27-7
Category Fluorinated Compound · Boc-Protected
Origin USA
Compliance cGMP

Questions? Contact our chemistry team:

chemistry@chem-contract.com | +1 (714) 732-8549
In stock — typically ships within 2-3 business days

About (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine

(2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine (CAS Number: 317356-27-7) is a fluorine-containing building block with enhanced metabolic stability featuring a Pyrrolidine ring. ChemContract Research supplies this moderate-complexity compound in high purity from our Huntington Beach, California facility, ensuring consistent quality and reliable domestic delivery throughout the United States.

The carbon–fluorine bond is the strongest single bond to carbon (485 kJ/mol). This exceptional stability underpins the "fluorine scan" strategy used in medicinal chemistry to optimize drug candidates. The Boc group is removed cleanly with TFA or HCl in dioxane, making it orthogonal to Fmoc, Cbz, and Alloc protecting groups — essential for synthesizing complex peptide therapeutics. Hydroxyl groups are critical pharmacophores — they serve as hydrogen-bond donors and acceptors, influencing drug–target binding, aqueous solubility, and metabolic susceptibility.

Primary applications include metabolic blocking strategy — fluorine substitution to improve drug half-life and solid-phase peptide synthesis (spps) with orthogonal boc/fmoc strategies. This compound serves researchers and manufacturers across the pharmaceutical, diagnostic imaging, agrochemical sectors. Whether you require (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine for early-stage research, process development, or commercial-scale production, ChemContract Research offers flexible ordering from milligram to multi-kilogram quantities with custom synthesis options and full batch documentation including Certificates of Analysis (CoA) and Safety Data Sheets.

Ring Systems: Pyrrolidine
Functional Groups: Hydroxyl (–OH)Fluorine (C–F)Boc protecting group

Fluorinated Compound Applications & Target Industries

How (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine is used across pharmaceutical and diagnostic imaging sectors

01

Metabolic blocking strategy — fluorine substitution to improve drug half-life

02

Solid-phase peptide synthesis (SPPS) with orthogonal Boc/Fmoc strategies

03

Mitsunobu reaction substrate for stereospecific inversion at chiral centers

04

PET radiotracer precursor ([¹⁸F]-labeling) for diagnostic imaging

05

Multi-step pharmaceutical synthesis requiring selective amine deprotection

06

Oxidation to aldehydes (Swern, Dess–Martin) or ketones for downstream chemistry

Target Industries: PharmaceuticalDiagnostic ImagingAgrochemicalMaterials SciencePeptide SynthesisFine Chemical

(2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine Specifications

Detailed specifications for this fluorinated compound, including purity, molecular weight, and analytical data are available upon request. Every batch from ChemContract Research includes:

  • Certificate of Analysis (CoA) with purity verification
  • HPLC, NMR, and/or mass spectrometry characterization data
  • Material Safety Data Sheet (MSDS/SDS)
  • Batch-specific documentation and lot traceability
  • Custom analytical testing available on request
Request Full Specifications

Quick Reference

Compound Name (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine
Type Fluorinated Compound
Category Fluorinated Compound · Boc-Protected
Purity ≥95% (custom grades available)
Complexity Moderate (3 functional groups, 1 ring)
Compliance cGMP
Packaging mg to kg scale

Storage & Handling for Fluorinated Compounds

Handling Guidelines

Handle with care in a well-ventilated fume hood. Some fluorinated compounds may release HF upon decomposition. Use chemical-resistant gloves. Boc-protected compounds are generally stable. TFA deprotection generates isobutylene gas — perform in a fume hood. Handle with standard precautions. Some alcohols are flammable. Use adequate ventilation and appropriate PPE.

Storage Conditions

Store at recommended temperature in a tightly sealed container. Protect from moisture, heat, and incompatible materials. Store at room temperature in a sealed container. Stable under neutral and basic conditions; avoid strong acids during storage. Store at room temperature in a tightly sealed container away from heat sources and oxidizers.

Why Buy (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine From ChemContract?

Quality Assured

Every batch of (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine is produced under cGMP conditions with full CoA documentation, HPLC purity verification, and lot traceability.

Fast USA Shipping

Ship from our Huntington Beach, CA facility with 2-3 business day domestic delivery. No import delays, no customs fees, no tariff surprises.

Custom Synthesis

Need a specific grade, quantity, or derivative of (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine? Our team of PhD chemists can develop custom synthesis solutions for your exact requirements.

Frequently Asked

Common questions about (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine

What is (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine used for? +

(2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine is a fluorine-containing building block with enhanced metabolic stability used primarily in the pharmaceutical and diagnostic imaging industries. Key applications include metabolic blocking strategy — fluorine substitution to improve drug half-life and solid-phase peptide synthesis (spps) with orthogonal boc/fmoc strategies.

Where can I buy (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine in the USA? +

ChemContract Research is a trusted USA-based supplier of (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine. We offer competitive pricing, fast domestic shipping from our Huntington Beach, California facility, and full quality documentation including Certificates of Analysis (CoA). Request a quote at chemistry@chem-contract.com or call +1 (714) 732-8549.

What purity levels are available for (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine? +

ChemContract Research supplies (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine in multiple purity grades: ≥95% standard grade, ≥97% high-purity grade, and ≥99% ultra-high-purity grade depending on application requirements. We can also provide custom purity grades through our synthesis capabilities. Contact us for specific purity information and CoA documentation.

Can ChemContract synthesize (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine in custom quantities? +

Yes. ChemContract Research offers custom synthesis services for (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine from milligram to multi-kilogram scale. Our cGMP-compliant facilities and experienced chemists can accommodate custom specifications, packaging requirements, and delivery timelines. Contact our team to discuss your project.

Why is fluorine important in (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine? +

The fluorine atom(s) in (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine confer several advantages in drug design: increased metabolic stability due to the strong C–F bond (485 kJ/mol), enhanced lipophilicity for improved membrane permeability, and potential for favorable electrostatic interactions with biological targets. These properties make fluorinated compounds like (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine valuable in pharmaceutical development.

How do I remove the Boc group from (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine? +

The Boc protecting group in (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine is cleanly removed by treatment with trifluoroacetic acid (TFA, 20–50% in DCM) at room temperature, typically within 30–60 minutes. Alternative conditions include HCl in dioxane (4M) or trimethylsilyl triflate with 2,6-lutidine. The Boc group is stable to base, hydrogenation, and many nucleophilic conditions, making it orthogonal to Fmoc and Cbz groups.

How should I store (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine? +

Store at recommended temperature in a tightly sealed container. Protect from moisture, heat, and incompatible materials. Store at room temperature in a sealed container. Stable under neutral and basic conditions; avoid strong acids during storage. Store at room temperature in a tightly sealed container away from heat sources and oxidizers. Always consult the compound-specific Safety Data Sheet (SDS) provided with your order for detailed storage requirements. ChemContract Research includes handling and storage documentation with every shipment.

What is the CAS number of (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine? +

The CAS Registry Number for (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine is 317356-27-7. This unique identifier is used worldwide to reference this specific compound in chemical databases, regulatory filings, and scientific literature. ChemContract Research supplies this compound with full quality documentation. Contact us at chemistry@chem-contract.com for availability and pricing.

Chemical analysis laboratory with HPLC instruments for purity and impurity testing Custom chemical synthesis reaction setup for pharmaceutical intermediate production

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