2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid

This compound is called 2 - (tert-butoxycarbonyl) -1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid, and its chemical structure can be disassembled as follows.
Isoquinoline is a nitrogen-containing heterocyclic aromatic hydrocarbon with the structure of benzopyridine. In 1,2,3,4-tetrahydroisoquinoline, the partial double bond of the pyridine ring of the isoquinoline is hydrogenated to a single bond, resulting in a saturated tetrahydrogenated structure. This structure has specific substituents at positions 1 and 2.
at position 2, connected with tert-butoxycarbonyl (-COOC (CH
)). Tert-butoxycarbonyl is a commonly used protective group in organic synthesis, with specific steric resistance and chemical stability. It is connected by a carbonyl group (C = O) to an oxygen atom, which is then connected to a tert-butyl group (-C (CH < Br >
). The 1-linked carboxyl group (-COOH) makes the compound acidic. This carboxyl group can participate in many chemical reactions, such as ester formation, amide formation, etc. In general, the structure of 2 - (tert-butoxycarbonyl) -1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid combines the characteristics of nitrogen-containing heterocyclic, protecting group and carboxyl group. It has important uses in the field of organic synthetic chemistry, especially in pharmaceutical chemistry and heterocyclic compound synthesis.

2 -% 28tert - Butoxycarbonyl% 29 - 1% 2C2% 2C3% 2C4 - tetrahydroisoquinoline - 1 - carboxylic acid, the Chinese name is often 2 - (tert-butoxycarbonyl) - 1,2,3,4 - tetrahydroisoquinoline - 1 - carboxylic acid. This compound has a wide range of uses and is often used as a key intermediate in the field of organic synthesis. Due to its unique structure, it can be derived from many compounds with biological activities or special properties through various chemical reactions.
In the field of medicinal chemistry, this is the starting material, and chemists can carefully build complex drug molecular frameworks. Many studies have shown that some of the compounds derived from it exhibit good affinity and inhibitory activity for specific disease-related targets, or are expected to be developed into new therapeutic drugs, such as potential therapeutic drugs for certain tumor diseases and neurological diseases.
In the field of materials science, through the chemical reactions it participates in, polymer materials with special properties can be prepared. Its structure can endow materials with specific spatial configuration and chemical properties, or can improve the solubility, thermal stability, mechanical properties, etc., and then be applied to the creation of advanced materials, such as high-performance polymers, functional coating materials, etc.
In addition, at the level of basic exploration of chemical research, as a typical organic compound with a structure, in-depth exploration of its chemical reaction mechanism and structure-activity relationship helps chemists deepen their understanding of the basic principles of organic chemistry, expand organic synthesis methodologies, lay a solid foundation for the synthesis and performance research of more novel compounds, and promote the continuous development of chemistry.

2-% 28tert - Butoxycarbonyl% 29 - 1% 2C2% 2C3% 2C4 - tetrahydroisoquinoline - 1 - carboxylic acid, that is, 2 - (tert-butoxycarbonyl) - 1,2,3,4 - tetrahydroisoquinoline - 1 - carboxylic acid, the synthesis method is as follows:
The starting material can be selected from 1,2,3,4 - tetrahydroisoquinoline. First, the 1,2,3,4 - tetrahydroisoquinoline is protected by N - tert-butoxycarbonyl (Boc). Dissolve 1,2,3,4 - tetrahydroisoquinoline in a suitable organic solvent, such as dichloromethane, add a base, such as triethylamine, and stir well. Under low temperature conditions, slowly add dichloromethane solution of di-tert-butyl dicarbonate (Boc 2O O) dropwise. After the dropwise addition is completed, the reaction is heated to room temperature and stirred. The reaction progress is monitored by thin layer chromatography (TLC) until the raw material point disappears. After the reaction is completed, the organic phase is washed with dilute hydrochloric acid, saturated sodium bicarbonate solution, and water in turn. Anhydrous sodium sulfate is dried, and the solvent is removed by reduced pressure distillation to obtain N-Boc-1,2,3,4-tetrahydroisoquinoline.
Next, N-Boc-1,2,3,4-tetrahydroisoquinoline is carboxylated. It can be dissolved in a suitable solvent, such as tetrahydrofuran, add a strong base, such as n-butyllithium, and stir at low temperature to form a lithium salt intermediate. Then slowly add carbon dioxide gas or solid dry ice to maintain the low temperature reaction for a period of time. Then by adding an appropriate amount of acid solution for acidification treatment, the carboxylate in the reaction system is converted to carboxylic acid. Extraction with an organic solvent again, such as ethyl acetate, combine the organic phases, dry with anhydrous sodium sulfate, and remove the solvent by distillation under reduced pressure to obtain 2- (tert-butoxycarbonyl) -1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid.
Another synthesis idea can be started from a suitable phenethylamine derivative. The 1, 2, 3, 4-tetrahydroisoquinoline skeleton was constructed by Pictet-Spengler reaction of phenethylamine derivatives with formaldehyde and other reagents under acid catalysis. Then, according to the above similar method, N-Boc protection was performed first, and then carboxylation was carried out to obtain the target product 2- (tert-butoxycarbonyl) -1, 2, 3, 4-tetrahydroisoquinoline-1-carboxylic acid.

2-% 28tert - Butoxycarbonyl% 29 - 1% 2C2% 2C3% 2C4 - tetrahydroisoquinoline - 1 - carboxylic acid, that is, 2 - (tert-butoxycarbonyl) -1,2,3,4 - tetrahydroisoquinoline - 1 - carboxylic acid, this compound has unique physical and chemical properties.
Looking at its properties, it is mostly white to white solid powder at room temperature, which is easy to store and operate. Its melting point is a key physical property and has been experimentally determined to be between 120 - 125 ° C. The melting point is specific, determined by the intermolecular force and structural order. It is like an object fitting a specific mold groove. At this temperature, the molecules obtain enough energy to break through the lattice binding and turn from solid to liquid state.
Solubility is also important, the substance is slightly soluble in water. Water is a polar solvent, and its slight solubility is difficult to form a strong interaction with water molecules due to its molecular structure containing non-polar tert-butyl and cyclic structure, just like oil and water are difficult to blend. But it is soluble in common organic solvents, such as dichloromethane, N, N-dimethylformamide (DMF), etc. It has good solubility in dichloromethane. Because dichloromethane is weakly polar, it is similar to the structure of the compound and is soluble, just like similar textured objects are easy to fit.
From the perspective of chemical properties, its molecules contain carboxyl groups and tert-butoxycarbonyl groups. The carboxyl groups are acidic and can neutralize with bases, like reacting with sodium hydroxide to form corresponding carboxylic salts and water. This reaction is like an acid-base dancer interaction and follows the stoichiometric ratio. Tert-butoxycarbonyl has the function of protecting amino groups. Under specific conditions, such as acid or specific reagents, it can undergo a deprotection reaction, releasing the protected group, which is like removing the protective cover of an object and exhibiting active chemical activity. These properties make 2 - (tert-butoxycarbonyl) -1,2,3,4 - tetrahydroisoquinoline - 1 - carboxylic acids play an important role in the field of organic synthesis and can be used to construct complex organic molecular structures.

Today, I have a question about the price range of 2- (tert-butoxycarbonyl) -1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid in the market. This is a chemical that has attracted much attention in the field of fine chemicals, often involved in organic synthesis, drug research and development and other important places.
However, it is not easy to determine its market price range. Covering its price is often volatile due to many reasons. First, quality is the key. High purity, less impurities, more valuable for high-end scientific research and pharmaceutical use, and the price is high; while less pure, more used in general industrial synthesis, the price is lower. Second, market supply and demand have a major relationship. If a pharmaceutical company develops a new drug at a certain time, the demand for it increases sharply, or the supply increases due to the progress of synthesis technology, the price can fluctuate. Third, the cost of raw materials also has an impact. If the price of the raw materials required for synthesizing this acid rises or falls, the price of the finished product will also change accordingly.
According to past market conditions and market dynamics, the price per gram of ordinary purity may be around tens of yuan to hundreds of yuan. If it is high purity and dedicated to pharmaceutical research and development, the price per gram can reach hundreds of yuan, or even higher. However, this is only a rough figure. To know the exact price, you need to consult the chemical raw material supplier in detail, or refer to the real-time quotation of the chemical product trading platform.