Description

[(1S)-2-[[(tert-Butyl)Dimethylsilyl]Oxy]-1-(Hydroxymethyl)Ethyl]-Carbamic Acid tert-Butyl Ester is a high-purity, protected amino alcohol derivative widely used as a critical chiral building block in advanced organic synthesis. This compound is essential for constructing complex molecular architectures with precise stereochemistry, offering significant value in the development of active pharmaceutical ingredients (APIs) and fine chemicals. It is primarily sought after by research institutions and manufacturers in the pharmaceutical, biotechnology, and specialty chemical industries for applications in peptide synthesis, prodrug development, and the creation of novel therapeutic agents.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the multi-step synthesis of complex APIs, particularly for antiviral, anticancer, and neurological drugs.
• Peptide Chemistry: Used in solid-phase and solution-phase peptide synthesis to introduce protected serine-like or amino alcohol motifs into peptide chains.
• Prodrug Development: Serves as a versatile linker for designing prodrugs, where its protecting groups (TBDMS and Boc) allow for controlled release of the active molecule.
• Asymmetric Synthesis: Employed as a chiral auxiliary or starting material in catalytic asymmetric reactions to induce stereoselectivity.
• Chemical Biology Research: Utilized in the synthesis of molecular probes, labeled compounds, and other tools for studying biological pathways.
• Fine Chemical Production: Acts as a precursor for the manufacture of specialty surfactants, ligands for catalysis, and advanced polymeric materials.

Basic Information

Product Name	[(1S)-2-[[(tert-Butyl)Dimethylsilyl]Oxy]-1-(Hydroxymethyl)Ethyl]-Carbamic Acid tert-Butyl Ester
CAS No.	185692-85-7
Molecular Formula	C14H31NO4Si
Molecular Weight	305.49 g/mol
Synonyms	(2S)-3-[(tert-Butyldimethylsilyl)oxy]-2-(hydroxymethyl)-1-propanamine, N-Boc derivative; (2S)-3-[(tert-Butyldimethylsilyl)oxy]-2-(hydroxymethyl)propylcarbamic acid tert-butyl ester; N-Boc-3-O-TBDMS-L-serinol; (S)-2-(((tert-Butyldimethylsilyl)oxy)methyl)-3-((tert-butoxycarbonyl)amino)propan-1-ol; Boc-Serinol(TBDMS)-OH; 185692-85-7; tert-Butyl N-[(1S)-2-[(tert-butyldimethylsilyl)oxy]-1-(hydroxymethyl)ethyl]carbamate
EINECS	Contact for details

Quality Control

Our production of [(1S)-2-[[(tert-Butyl)Dimethylsilyl]Oxy]-1-(Hydroxymethyl)Ethyl]-Carbamic Acid tert-Butyl Ester adheres to stringent quality management protocols to ensure batch-to-batch consistency and high purity. The material is characterized and released using advanced analytical techniques including HPLC, GC, NMR, and chiral analysis. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with each shipment. Our quality system is designed to support cGMP compliance for pharmaceutical applications, and we can accommodate specific customer testing 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 (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled under a dry atmosphere to prevent degradation. For long-term storage, consider storing under an inert gas such as nitrogen or argon.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Assay (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Heavy Metals	≤ 10 ppm

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