Description

1-[n-tert-Butoxycarbonyl-(1S)-1-Amino-2-Hydroxyethyl]-4-Methyl-2,6,7-Trioxabicyclo[2.2.2]Octane is a sophisticated chiral bicyclic orthoester derivative, serving as a crucial protected intermediate in advanced organic synthesis. Its primary value lies in providing a stable, acid-labile protecting group for sensitive amino alcohol functionalities, enabling complex multi-step reactions with high stereochemical fidelity. This compound is essential for researchers and manufacturers in the pharmaceutical and fine chemical industries, particularly for the development of novel peptide mimetics, chiral ligands, and active pharmaceutical ingredients (APIs).

Application

• Pharmaceutical Intermediate: Key building block for synthesizing complex chiral molecules, including protease inhibitors and other therapeutic agents.
• Peptide Chemistry: Used as a protected amino alcohol synthon in solid-phase and solution-phase peptide synthesis to prevent unwanted side reactions.
• Chiral Auxiliary/ Ligand Synthesis: Serves as a precursor for creating chiral catalysts and ligands used in asymmetric synthesis.
• Advanced Material Research: Employed in the development of specialty polymers and dendrimers with precise stereochemical architectures.
• Process Chemistry Development: Utilized in route scouting and optimization for the scalable production of enantiomerically pure compounds.
• Academic & R&D Laboratories: A valuable reagent for methodological studies in synthetic organic chemistry and medicinal chemistry programs.

Basic Information

Product Name	1-[n-tert-Butoxycarbonyl-(1S)-1-Amino-2-Hydroxyethyl]-4-Methyl-2,6,7-Trioxabicyclo[2.2.2]Octane
CAS No.	206191-45-9
Molecular Formula	C₁₃H₂₁NO₆
Molecular Weight	287.31 g/mol
Synonyms	(1S)-1-[(tert-Butoxycarbonyl)amino]-2-hydroxyethyl 4-methyl-2,6,7-trioxabicyclo[2.2.2]octane-1-carboxylate; Boc-Serinol Orthoester; (S)-2-((tert-Butoxycarbonyl)amino)-3-hydroxypropyl 4-methyl-2,6,7-trioxabicyclo[2.2.2]octane-1-carboxylate; 1-[(S)-1-(tert-Butoxycarbonylamino)-2-hydroxyethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane; Bicyclic Serine Orthoester Boc Derivative; Protected Serinol Orthoester; Chiral Orthoester Intermediate.
EINECS	Contact for details

Quality Control

Our production of 1-[n-tert-Butoxycarbonyl-(1S)-1-Amino-2-Hydroxyethyl]-4-Methyl-2,6,7-Trioxabicyclo[2.2.2]Octane adheres to stringent quality management protocols to ensure batch-to-batch consistency and high chemical purity. Each lot is characterized using advanced analytical techniques including HPLC, NMR, and chiral analysis to confirm identity, purity, and enantiomeric excess. Certificates of Analysis (COA) detailing all specifications are provided and can be tailored to meet specific customer or regulatory requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (typically 15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. Keep away from strong acids and incompatible organic solvents.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.