Simple exploration of Benzyl (3-aminopropyl)carbamate

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.

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. 46460-73-5, name is Benzyl (3-aminopropyl)carbamate, A new synthetic method of this compound is introduced below., Recommanded Product: Benzyl (3-aminopropyl)carbamate

More specifically, commercially available mono-Cbz (benzyloxycarbonyl) protected 1,3-diaminopropane (1 g, 4.08 mmol) was suspended in dry dichloromethane (10 mL). The reaction was cooled in an ice bath and sequentially treated with triethylamine (4.2 mmol, 0.58 mL) and 2-trimethylsilylethyl-N-succinimidyl carbonate (Teoc-Osu, 1.06 g, 4.1 mmol). After stirring at rt for 16 hr, the reaction was diluted with dichloromethane and extracted with 5percent HCl, saturated NaHCO3 solution, brine, dried (MgSO4) and concentrated. The crude residue obtained was dissolved in ethyl acetate (30 mL) and hydrogenated using 10percent Palladium/carbon using a hydrogen balloon. After 16 hr at room temp, the reaction was filtered through celite and the filter bed washed with additional ethyl acetate. The filtrate was concentrated and the crude residue was dissolved in a mixture of dichloromethane (10 mL) and methanol (30 mL). 3,5-Dibromobenzaldehyde (1.05 g, 4 mmol) and glacial acetic acid (1 mL) were added to the reaction. After stirring for 15 minutes at room temp, sodium cyanoborohydride (0.38 g, 6 mmol) was added to the reaction, which was stirred for an additional 16 h at room temp. The reaction was diluted with additional dichloromethane and the organic phase was sequentially washed with sat. NaHCO3 solution, brine, dried (MgSO4) and concentrated. The crude residue obtained was purified by chromatography on silica gel using ethyl acetate/hexanes. 1H NMR (300 MHz, CDCl3) delta 7.51 (s, 1H), 7.38 (s, 2H), 5.16 (s, br, 1H), 4.12 (t, 2H), 3.69 (s, 2H), 3.25 (m, 2H), 2.64 (t, 2H), 1.65 (m, 2H), 0.95 (t, 2H).

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; Seth, Punit P.; Robinson, Dale E.; Jefferson, Elizabeth Anne; Swayze, Eric E.; US2006/30603; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Sources of common compounds: 46460-73-5

The synthetic route of 46460-73-5 has been constantly updated, and we look forward to future research findings.

46460-73-5, name is Benzyl (3-aminopropyl)carbamate, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: Benzyl (3-aminopropyl)carbamate

To a solution of 1-methylethyl 2, 4-dichloropyrimidine-5-carboxylate (4.7 G) and ethyldiisopropylamine (3.4 ml) in ACETONITRILE (250 ML) phenylmethyl [3- AMINOPROPYL] CARBAMATE (4.2 g) was added at 0¡ãC. Subsequently the reaction mixture was stirred over night at room temperature. After evaporation the residue was chromatographed on SILICA GEL (DICHLOROMETHANE/ISOPROPANOL) to yield the title compound (5.9 G). ESI-MS : 407 and 409 (M+)

The synthetic route of 46460-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING AKTIENGESELLSCHAFT; WO2004/48343; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics