CAS 103290-39-7: Comprehensive Interpretation of Key Pharmaceutical Intermediates
tert-butyl (2R,4S)-2-(hydroxymethyl)-4-phenylpyrrolidine-1-carboxylate（CAS 103290-39-7） It is an organic compound with significant application value in the field of pharmaceutical research and development. This article will systematically introduce the chemical properties, core applications, and procurement information of the compound, providing reference for researchers in related fields.
1.Chemical identity and basic properties
CAS number: 103290-39-7
Molecular formula: C ₁₆ H ₂₁ NO ₄
Molecular weight: 291.34 g/mol
Chinese name: (2R, 4S) -1- (tert butoxycarbonyl) -2- (hydroxymethyl) -4-phenylpyrrolidine
English name: tert butyl (2R, 4S) -2- (hydroxymethyl) -4-phenylpyridoline-1-carboxylate
Other aliases: (2R, 4S) -1-Boc-4-phenylpyrrolidine-2-carboxylic acid; (2R, 4S) -1- (tert butoxycarbonyl) -4-phenylpyrrolidine-2-carboxylic acid
Structural formula:
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2.Core uses and application areas
1）Pharmaceutical and chemical intermediates
The core positioning of CAS 103290-39-7 is pharmaceutical and chemical intermediates. It plays an important role in innovative drug development as a key structural unit for synthesizing more complex drug molecules.
The pyrrolidine skeleton structure is commonly found in various bioactive natural products and synthetic drugs, especially in drug design related to proline derivatives.
2）Pharmaceutical research and quality control
This compound is mainly used in the pharmaceutical research and development stage, especially in the following stages:
Lead compound optimization: as a fundamental module for building molecular diversity
Process route exploration: used to study new synthetic pathways
Impurity standard: High purity products can be used as reference substances in the development of analytical methods and drug quality control
3.Structural features and chemical advantages
1) Clever Design of Boc Protective Base
Tert butoxycarbonyl (Boc) is one of the most commonly used amino protecting groups in organic synthesis. Its advantages lie in:
Good stability: remains stable under most reaction conditions
Mild removal conditions: can be easily removed under acidic conditions (such as trifluoroacetic acid) without damaging other sensitive parts of the molecule
Easy to operate: friendly to synthetic route design
2) Accurate control of stereochemistry
The (2R, 4S) configuration is a strictly controlled single stereoisomer, which has significant implications
Different stereoisomers often have vastly different biological activities
Accurate three-dimensional configuration is the structural basis for precise docking between drugs and target proteins
The use of a single isomer of intermediate can avoid the tedious steps of subsequent splitting
4.Usage and Storage Suggestions
Storage conditions: Store in a cool, dry and sealed place. It is recommended to refrigerate at 2-8 ° C to maintain long-term stability
Operating environment: Operate in a fume hood and wear standard personal protective equipment (gloves, goggles, lab coats)
Solubility: speculated to be soluble in common organic solvents such as dichloromethane, methanol, DMF, etc
Caution: For research and development purposes only, not for use in food, cosmetics, human or veterinary pharmaceutical terminals
5.Summary
CAS 103290-39-7 (tert-butyl (2R,4S)-2-(hydroxymethyl)-4-phenylpyrrolidine-1-carboxylate) It is a pharmaceutical intermediate with clear structure and precise stereochemistry. Its unique pyrrolidine skeleton, Boc protecting groups, and precise stereoconfiguration make it an indispensable synthetic module in the fields of medicinal chemistry and pharmaceutical research and development.
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