Category: 49805-30-3

Electric Literature of 49805-30-3,Some common heterocyclic compound, 49805-30-3, name is 2-Azabicyclo[2.2.1]hept-5-en-3-one, molecular formula is C6H7NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

(a) (1S,4R)-tert-Butyl 3-oxo-2-Azabicyclo[2.2.1]hept-5-ene-2-carboxylate (+)-2-Azabicyclo[2.2.1]hept-5-en-3-one (Chiroscience, Cambridge, England; 54.565 g, 0.500 mole) was dissolved in dry tetrahydrofuran (350 mL). Di-tert-butyl carbonate (Aldrich, 114.87 g, 0.510 mole as 97%) and 4-dimethylaminopyridine (Aldrich, 600 mg) were added to the stirred mixture. The resulting solution was stirred at ambient temperature for 2 hours. Solvent was evaporated under reduced pressure and the residual orange solid was crystallized from toluene-hexanes to give title compound as white crystals (95.72 g, 91%), m.p. 85-86 C.; 1H-NMR (CDCl3) delta: 1.50 (s, 9H), 2.24 (app AB q, J=8.4 Hz, 2H), 3.39 (br s, 1H), 4.96 (m, 1H), 6.66 (m, 1H), 6.89 (m, 1H). Anal. Calcd. For C11H15NO3: C, 63.14; H, 7.21; N, 6.69. Found: C, 63.20; H, 7.26; N, 6.65.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Azabicyclo[2.2.1]hept-5-en-3-one, its application will become more common.

Reference:
Patent; SmithKline Beecham Corporation; US6630477; (2003); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 49805-30-3,Some common heterocyclic compound, 49805-30-3, name is 2-Azabicyclo[2.2.1]hept-5-en-3-one, molecular formula is C6H7NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

1.6. Preparation of a (+-)-1-amino-4-(hydroxymethyl)-2-cyclopentene in an alcohol/ether mixture A 10 ml round-bottom flask was charged under at inert-gas atmosphere with 0.5 g (4.6 mmol) of (+-)-2-azabicyclo[2.2.1]hept-5-en-3-one and 0.59 g (18.4 mmol) of methanol in 7.5 ml of dioxane (abs.). 0.21 g (9.2 mmol) of lithium borohydride were added, and the mixture was heated for 4 h at 60 C. The mixture was then cooled to 5 C. using an ice/waterbath, and about 10 ml of semi-concentrated HCl was carefully added to the reaction mixture (vigorous reaction, gas evolution), as a result of which a yellowish clear solution formed. This solution was analyzed directly by a quantitative ion-chromatographic method It contained 0.60 mmol (13.1%) of (+-)-2-azabicyclo[2.2.1]hept-5-en-3-one (determined as HCl salt of the corresponding amino acid, which is the acidic hydrolysis product of (+-)-2-azabicyclo-[2.2.1]hept-5-en-3-one) and 3.06 mmol of product, corresponding to a yield of 66.8%, aminoalcohol

The synthetic route of 49805-30-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lonza AG; US2002/10360; (2002); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 49805-30-3, name is 2-Azabicyclo[2.2.1]hept-5-en-3-one, A new synthetic method of this compound is introduced below., 49805-30-3

1.5. Preparation of (+-)-1-amino-4-(hydroxymethyl)-2-cyclopentene in an alcohol A 100 ml round-bottom flask fitted with magnetic stirrer was charged with 3.0 g (27.5 mmol) of (+-)-2-azabicyclo[2.2.1]hept-5-en-3-one and 1.2 g (28.3 mmol) of lithium borohydride, under an inert-gas atmosphere, in 35 g of 2-butanol, and the mixture was stirred for 3 h at 60 C. GC analysis of a sample (work-up: 0.1 g sample rendered acidic using 0.2 ml of 1M HCl, then quickly rendered basic using 0.1 ml of saturated NaHCO3) indicated the formation of the product in 12% yield after this time. (GC standard is benzophenone.)

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Lonza AG; US2002/10360; (2002); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

49805-30-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 49805-30-3, name is 2-Azabicyclo[2.2.1]hept-5-en-3-one belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1.7. Preparation of (+-)-1-amino-4-(hydroxymethyl)-2-cyclopentene in the presence of additives such as water or various alcohols A 10 ml round-bottom flask was charged with 0.50 g (4.66 mmol) of (+-)-2-azabicyclo[2.2.1]hept-5-en-3-one and 0.30 g (13.7 mmol) of lithium borohydride in 7.5 ml of abs. dioxane, and the mixture was heated to 60 C. At this temperature, over the course of 30 min, X mmol of alcohol Y was added dropwise using a syringe. The mixture is then stirred for 2 h at 60 C., cooled to about 20 C. and poured into about 10 ml of semi-concentrated HCl. The content was then determined directly using a quantitative ion-chromatographic method (cf.

The synthetic route of 2-Azabicyclo[2.2.1]hept-5-en-3-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lonza AG; US2002/10360; (2002); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics