Category: 83948-53-2

83948-53-2, name is tert-Butyl N-(3-Bromopropyl)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. name: tert-Butyl N-(3-Bromopropyl)carbamate

In a 25 mL round-bottomed flask, tert-butyl 3-bromopropylcarbamate (1 g, 4.2 mmol) was combined with N,N-dimethylfonnamide (12 ml). Sodium azide (300 mg, 4.62 mmol) was added and the reaction was stirred at 80C for 2 days. The reaction mixture was diluted with diethyl ether, washed with brine, dried over sodium sulfate and concentrated in vacuo to afford (3-azido-propyl)-carbamic acid tert-butyl ester (736 mg, 88%) as a yellow liquid. This liquid was used in the next step without further purification.

The synthetic route of 83948-53-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; LYNCH, Stephen M.; MARTIN, Rainer E.; NEIDHART, Werner; PLANCHER, Jean-Marc; SCHULZ-GASCH, Tanja; WO2014/86663; (2014); A1;,
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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. 83948-53-2, name is tert-Butyl N-(3-Bromopropyl)carbamate, A new synthetic method of this compound is introduced below., Product Details of 83948-53-2

Step 1 Preparation of Example 5a: (3-Methylamino-propyl)-carbamic Acid tert-butyl Ester Methylamine (100 mL of a 2.00 M solution in THF, 200 mmol) was added to (3-bromo-propyl)-carbamic acid tert-butyl ester (11.2 g, 47.0 mmol) at room temperature under nitrogen and the solution was stirred for 4 h. The resulting suspension was filtered and concentrated under reduced pressure to give 7.58 g (86%) of (3-methylamino-propyl)-carbamic acid tert-butyl ester (5a) as a clear oil. [M+H]+188.94.

The synthetic route of 83948-53-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KALYPSYS, INC.; US2007/123572; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 83948-53-2, A common heterocyclic compound, 83948-53-2, name is tert-Butyl N-(3-Bromopropyl)carbamate, molecular formula is C8H16BrNO2, its 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.

Sodium carbonate (5.65 g, 40.9 mmol) was added to a solution of 4-iodophenol 5 (3.00 g, 13.6 mmol) in anhydrous acetonitrile (100 mL). The reaction was refluxed for 1 hour and the bromo derivative 4 (2.60 g, 10.9 mmol) was then added to this suspension. The reaction mixture was refluxed for 12 hours. The reaction progress was monitored by TLC. After this period, the reaction was complete. The reaction mixture was cooled to room temperature and the solvent was removed under reduced pressure. Water (100 mL) was added to this residue, and the mixture was extracted with dichloromethane (2¡Á50 mL). The organic phases were combined, dried over sodium sulfate and filtered. The solvent was removed under reduced pressure and the residue was purified by chromatography on a column of silica (dichloromethane) to give compound 6b in the form of a white solid (3.10 g, 75%). m.p.: 79-80 C. 1H NMR (500 MHz, CDCl3) delta: 7.52 (d, J=8.9 Hz, 2H), 6.64 (d, J=8.9 Hz, 2H), 4.69 (s, 1H), 3.95 (t, J=6.2 Hz, 2H), 3.29 (td, J=6.2; 6.2 Hz, 2H), 1.94 (m, J=6.2 Hz, 2H), 1.41 (s, 9H), 13C NMR (125 MHz, CDCl3) delta: 158.7; 155.9; 138.2; 116.9; 82.9; 65.9; 37.9. HMRS (ESI) calculated for C14H20NO31 [M+H+], m/z 378.0561. found: 378.0559.

The synthetic route of 83948-53-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CISBIO BIOASSAYS; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; ECOLE NORMALE SUPERIEURE DE LYON; Lamarque, Laurent; Maury, Olivier; Parker, David; Zwier, Jurriaan; Walton, James W.; Bourdolle, Adrien; US2014/336373; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

83948-53-2, name is tert-Butyl N-(3-Bromopropyl)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. Product Details of 83948-53-2

An aqueous solution (5 mL) of NaN3 (1.4 g; 21.5 mmol) and 2-3 drops of Aliquat 336 are added to a stirred solution of 3-BOC-amino-propyl bromide (5 g; 21.5 mmol) in toluene (10 mL); the mixture is heated at the reflux temperature for 4 hrs. After cooling at r. t., the organic phase is separated, dried over Na2SO4, and evaporated to dryness in vacuum to give 3-BOC-amino-propyl azide (3.75 g; 18.3 mmol) as a transparent oil (yield 85%).

The synthetic route of 83948-53-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dompe farmaceutici s.p.a.; ALLEGRETTI, Marcello; BERTINI, Riccardo; BERDINI, Valerio; BIZZARRI, Cinzia; CESTA, Maria, Candida; DI CIOCCIO, Vito; CASELLI, Gianfranco; COLOTTA, Francesco; GANDOLFI, Carmelo; (32 pag.)EP1366018; (2016); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 83948-53-2, name is tert-Butyl N-(3-Bromopropyl)carbamate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 83948-53-2. 83948-53-2

The synthesis of the second key synthon 23 is described in scheme 2. This synthon will bear a masked (Boc protecting group) amine function enabling for example a bioconjugation reaction with an antibody or a biomolecule. The compound 17 was prepared according to the procedures descrinbed in the literature (WO 2014/111661). The diol 8 is activated in ditosylate form then condensed with the compound 19 resulting in the compound 21 with a good yield. The Sonogashira reaction followed by the deprotection of the nosy group enables the synthon 23 to be obtained.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of tert-Butyl N-(3-Bromopropyl)carbamate.

Reference:
Patent; CISBIO BIOASSAYS; UNIVERSITE PAUL SABATIER; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; LAMARQUE, Laurent; PICARD, Claude; GALAUP, Chantal; LEYGUE, Nadine; ZWIER, Jurriaan; BOURRIER, Emmanuel; (48 pag.)US2018/362549; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics