(S)-3-tert-Butylamino-1,2-propanediol
[CAS# 30315-46-9]

Identification

• Classification: Biochemical >> Amino acids and their derivatives >> Amino alcohol derivative
• Name: (S)-3-tert-Butylamino-1,2-propanediol
• Synonyms: (2S)-3-(tert-butylamino)propane-1,2-diol
• Protein Sequence: X
• Molecular Formula: C₇H₁₇NO₂
• Molecular Weight: 147.22
• CAS Registry Number: 30315-46-9
• EC Number: 250-125-1
• SMILES: CC(C)(C)NC[C@@H](CO)O

Properties

• Density: 1.0±0.1 g/cm³, Calc.^*
• Melting point: 85-89 ºC (Expl.)
• alpha: -30 º(c=1,1N HCl)
• Index of Refraction: 1.466, Calc.^*
• Boiling Point: 262.4±25.0 ºC (760 mmHg), Calc.^*
• Flash Point: 109.1±13.7 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H335
• Precautionary Statements: P261-P305+P351+P338

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2A	H319
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335

Discovory and Applicatios

(S)-3-tert-Butylamino-1,2-propanediol is a chiral organic compound with a structure that includes both an amino group and a hydroxyl group attached to a propane backbone. Its chemical formula is C7H17NO2, and it is known for its stereochemistry, specifically the (S)-enantiomer, which makes it of interest in various chemical and pharmaceutical applications. The compound is characterized by the presence of a tert-butyl group at the nitrogen atom, contributing to its steric bulk and potentially influencing its biological activity.

The compound was first synthesized as part of research efforts focused on producing chiral intermediates and molecules with specific stereochemical configurations. Its synthesis typically involves the use of chiral reagents or catalysts to ensure the formation of the (S)-enantiomer. The development of chiral compounds such as (S)-3-tert-butylamino-1,2-propanediol has been crucial for advancing the field of asymmetric synthesis and for applications in drug development, where stereochemistry can play a critical role in the efficacy and safety of a therapeutic agent.

(S)-3-tert-Butylamino-1,2-propanediol has found utility as an intermediate in the synthesis of other chiral molecules, especially in the development of pharmaceuticals. It is a key building block in the synthesis of certain drugs, particularly those targeting specific receptors or enzymes where the chirality of the compound affects its binding affinity and biological activity. As a result, it has been explored in the context of designing compounds with improved pharmacological profiles.

In addition to its use in pharmaceuticals, (S)-3-tert-butylamino-1,2-propanediol is also investigated for its potential role in the preparation of chiral catalysts and reagents for other synthetic processes. Its presence as part of the molecular framework can influence the stereoselectivity of reactions, making it valuable for synthesizing other chiral compounds in an efficient and controlled manner. This attribute is particularly important in the production of molecules for the fine chemicals and agrochemical industries.

The compound has also been studied for its potential use in the preparation of bioactive molecules, particularly those with applications in the treatment of diseases. Given its amino alcohol structure, it may act as a precursor or intermediate in the synthesis of molecules with potential therapeutic properties. Furthermore, the presence of the tert-butyl group in its structure can influence its lipophilicity, potentially impacting its ability to cross biological membranes, which is a key factor in drug design.

(S)-3-tert-Butylamino-1,2-propanediol continues to be an important subject of research in both the chemical and pharmaceutical industries, with its applications ranging from chiral synthesis to the development of pharmaceutical intermediates. The compound's stereochemical properties and ability to act as a versatile building block make it a valuable tool in the preparation of a variety of bioactive molecules and synthetic chemicals. As research progresses, its utility may expand further in the development of more targeted and effective therapeutic agents.