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Methyl 2-tert-butyloxycarbonylaminoacrylate

CAS 55477-80-0 · Amine · 3 functional traits · cGMP compliant · Ships from USA in 2-3 days

Amine

Methyl 2-tert-butyloxycarbonylaminoacrylate

Esters PharmaceuticalPolymerAgrochemicalCatalysisPeptide SynthesisFine Chemical
CAS Number 55477-80-0
Category Amine · 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 Methyl 2-tert-butyloxycarbonylaminoacrylate

Methyl 2-tert-butyloxycarbonylaminoacrylate (CAS Number: 55477-80-0) is an amine-functionalized compound with nucleophilic nitrogen reactivity. ChemContract Research supplies this simple-complexity compound in high purity from our Huntington Beach, California facility, ensuring consistent quality and reliable domestic delivery throughout the United States.

Amines are among the most prevalent functional groups in drug molecules — over 80% of small-molecule pharmaceuticals contain at least one amine moiety. 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. Ester hydrolysis by cellular esterases is the most commonly exploited prodrug activation mechanism — enabling drugs that cannot cross biological membranes as free acids.

Primary applications include buchwald–hartwig amination for aryl c–n bond construction and solid-phase peptide synthesis (spps) with orthogonal boc/fmoc strategies. This compound serves researchers and manufacturers across the pharmaceutical, polymer, agrochemical sectors. Whether you require Methyl 2-tert-butyloxycarbonylaminoacrylate 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.

Functional Groups: Amine (–NH₂/–NHR)Alkene (C=C)

Amine Applications & Target Industries

How Methyl 2-tert-butyloxycarbonylaminoacrylate is used across pharmaceutical and polymer sectors

01

Buchwald–Hartwig amination for aryl C–N bond construction

02

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

03

Prodrug development to mask carboxylic acids and improve membrane permeability

04

Reductive amination with aldehydes and ketones for secondary amine synthesis

05

Multi-step pharmaceutical synthesis requiring selective amine deprotection

06

Protecting group for hydroxyl functionalities (acetate, benzoate)

Target Industries: PharmaceuticalPolymerAgrochemicalCatalysisPeptide SynthesisFine Chemical

Methyl 2-tert-butyloxycarbonylaminoacrylate Specifications

Detailed specifications for this amine, 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 Methyl 2-tert-butyloxycarbonylaminoacrylate
Type Amine
Category Amine · Boc-Protected
Purity ≥95% (custom grades available)
Complexity Simple (2 functional groups, 0 rings)
Compliance cGMP
Packaging mg to kg scale

Storage & Handling for Amines

Handling Guidelines

Amines may have strong odors and can be corrosive to skin. Handle under adequate ventilation with chemical-resistant gloves and eye protection. Boc-protected compounds are generally stable. TFA deprotection generates isobutylene gas — perform in a fume hood. Some esters are volatile and flammable. Handle in a well-ventilated area. Keep away from ignition sources.

Storage Conditions

Store in a cool, well-ventilated area away from acids and oxidizing agents. Keep containers tightly sealed as many amines are hygroscopic. 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 and open flame.

Why Buy Methyl 2-tert-butyloxycarbonylaminoacrylate From ChemContract?

Quality Assured

Every batch of Methyl 2-tert-butyloxycarbonylaminoacrylate 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 Methyl 2-tert-butyloxycarbonylaminoacrylate? Our team of PhD chemists can develop custom synthesis solutions for your exact requirements.

Frequently Asked

Common questions about Methyl 2-tert-butyloxycarbonylaminoacrylate

What is Methyl 2-tert-butyloxycarbonylaminoacrylate used for? +

Methyl 2-tert-butyloxycarbonylaminoacrylate is an amine-functionalized compound with nucleophilic nitrogen reactivity used primarily in the pharmaceutical and polymer industries. Key applications include buchwald–hartwig amination for aryl c–n bond construction and solid-phase peptide synthesis (spps) with orthogonal boc/fmoc strategies.

Where can I buy Methyl 2-tert-butyloxycarbonylaminoacrylate in the USA? +

ChemContract Research is a trusted USA-based supplier of Methyl 2-tert-butyloxycarbonylaminoacrylate. 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 Methyl 2-tert-butyloxycarbonylaminoacrylate? +

ChemContract Research supplies Methyl 2-tert-butyloxycarbonylaminoacrylate 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 Methyl 2-tert-butyloxycarbonylaminoacrylate in custom quantities? +

Yes. ChemContract Research offers custom synthesis services for Methyl 2-tert-butyloxycarbonylaminoacrylate 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.

What reactions can I perform with the amine group in Methyl 2-tert-butyloxycarbonylaminoacrylate? +

The amine functionality in Methyl 2-tert-butyloxycarbonylaminoacrylate enables diverse transformations: reductive amination with aldehydes/ketones, acylation to form amides, sulfonylation to form sulfonamides, Buchwald–Hartwig coupling with aryl halides, urea and carbamate formation, and salt generation for improved drug properties. The nucleophilicity of the nitrogen makes it one of the most versatile handles in synthetic chemistry.

How do I remove the Boc group from Methyl 2-tert-butyloxycarbonylaminoacrylate? +

The Boc protecting group in Methyl 2-tert-butyloxycarbonylaminoacrylate 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 Methyl 2-tert-butyloxycarbonylaminoacrylate? +

Store in a cool, well-ventilated area away from acids and oxidizing agents. Keep containers tightly sealed as many amines are hygroscopic. 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 and open flame. 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 Methyl 2-tert-butyloxycarbonylaminoacrylate? +

The CAS Registry Number for Methyl 2-tert-butyloxycarbonylaminoacrylate is 55477-80-0. 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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