Category: 156731-40-7

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 156731-40-7, name is 1-(Boc-amino)-3-butene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H17NO2

3-chloro-perbenzoic acid (3 equiv) is added to an ice-cooled solution of t-butyl but-3-enyl- carbamate (1 equiv) in CH2CI2 in an inert atmosphere and stirred at 40 for 3 hours. The mixture obtained is cooled to 5 and quenched with saturated aq. sodium bisulfite solution. After extraction with CH2CI2, the combined organic layers obtained are washed 3 times with saturated aq. potassium carbonate solution, dried, filtered and concentrated.(+/-)-t-butyl (2-oxiranyl-ethyl)-carbamate is obtained.

According to the analysis of related databases, 156731-40-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/48771; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 156731-40-7, name is 1-(Boc-amino)-3-butene, 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. Quality Control of 1-(Boc-amino)-3-butene

Intermediate 154. tert-butyl but-3-en-1 -yl(methyl)carbamate To a 0 C solution of tert-butyl but-3-en-1 -ylcarbamate (Intermediate 62, 840mg, 4.9mmol) in THF (20ml_) was added, under inert atmosphere, sodium hydride (216mg of a 60% dispersion in oil, 8.99mmol) and the reaction mixture was stirred at r.t. for 1 h before methyl iodide (3.05ml_, 49.0mmol) was added. The reaction mixture was heated to reflux and maintained at this temperature overnight. Ice was then added and the aquous phase was extracted with ethyl acetate (3 x 50ml_). The combined organic extracts were washed with brine, filtered and concentrated to dryness to afford the title compound as a colorless oil (893mg, 98%). 1 H NMR (300 MHz, cdcl3) delta 5.75 (dddd, J = 17.1 , 13.7, 6.8, 3.4 Hz, 1 H), 5.17 – 4.92 (m, 2H), 3.39 – 3.08 (m, 2H), 2.84 (s, 3H), 2.37 – 2.13 (m, 2H), 1 .45 (s, 9H).

The synthetic route of 1-(Boc-amino)-3-butene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL, S.A.; PUIG DURAN, Carlos; AIGUADE BOSCH, Jose; GUAL ROIG, Silvia; PRAT QUINONES, Maria; (149 pag.)WO2016/46390; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

156731-40-7, name is 1-(Boc-amino)-3-butene, 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. COA of Formula: C9H17NO2

Sodium hydride (583 mg of 60% dispersion in mineral oil, 14.6 mmol) was washed twice with 16 mL portions of hexane and suspended in 16 mL anhydrous THF. Reaction mixture was cooled to 0C and tert-butyl but-3-enylcarbamate (830 mg, 4.85 mmol) was added dropwise. Reaction mixture was warmed up to room temperature and stirred under argon for 30 min. Reaction mixture was cooled to 0C and freshly distilled ethyl iodide (0.78 mL, 9.7 mmol) was added dropwise. Reaction mixture was allowed to warm up to room temperature overnight, and it was then cooled to 0C and quenched with saturated ammonium chloride solution. The layers were separated and aqueous layer was extracted with Et2O. Organics were combined and washed with saturated NaCl solution, dried over MgSO4 and concentrated under reduced pressure. Crude reaction mixture was purified by flash column chromatography (hexanes:EtOAc 4:1) to give 900 mg (93%) of the title compound as a colorless oil. IR (neat) 3078, 2976, 2932, 2871, 1685 cm-1; 1H NMR (300 MHz, CDCl3): delta [ppm] 1.04-1.09 (t, 3H, J=7.1 Hz), 1.42 (s, 9H), 2.20-2.27 (m, 2H), 3.19 (br m, 4H), 4.95-5.06 (m, 2H), 5.67-5.81 (m, 1H); 13C NMR (75 MHz, CDCl3): delta [ppm] 11.58, 26.45, 31.25, 39.90, 44.32, 77.01, 114.33, 133.62, 153.36; m/z (relative intensity) 199(1), 158(5), 102(8), 57(100), 41(70), 29(52). Anal.Calcd. for C11H21NO2: C, 66.29; H, 10.62; O, 16.06. Found: C, 66.07; H, 10.66; O, 15.95.

The synthetic route of 156731-40-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; McMills, Mark C.; Humes, Ross J.; Pavlyuk, Oksana M.; Tetrahedron Letters; vol. 53; 7; (2012); p. 849 – 851;,
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. 156731-40-7, name is 1-(Boc-amino)-3-butene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-(Boc-amino)-3-butene

Freshly distilled acrolein (2.5ml, 2.1g, 38mmol) and CSA (175mg, 0.752mmol) were added to an ice-cooled solution of N-Boc-butenylamine 25 (644mg, 3.76mmol) in CH2Cl2 (8ml). The resulting solution was stirred at 0C for 15min and at ambient temperature for 45min. The mixture was then washed with satd NaHCO3 solution (10ml) and the organic layer dried (MgSO4). After filtration, the solvent was removed and the residue purified by chromatography on SiO2 (hexane/MTBE 1:1, Rf=0.36) to yield title compound 26 (684mg, 3.01mmol, 80%) as a colorless oil. 1H NMR (500MHz, CDCl3): delta=1.40 (s, 9H), 2.18-2.27 (m, 2H), 2.62-2.70 (m, 2H), 3.17-3.26 (m, 2H), 3.42-3.51 (m, 2H), 4.95-5.06 (m, 2H), 5.66-5.78 (m, 1H), 9.75 (t, J=1.6Hz, 1H)ppm. 13C{1H} NMR (125MHz, CDCl3): delta=28.27 (3CH3), 32.68 (CH2), 33.28 (CH2), 41.24 (CH2), 43.27 (CH2), 43.68 (CH2), 47.02 (CH2), 47.52 (CH2), 79.68 (C), 116.68 (CH2), 135.18 (CH), 154.99 (C), 155.34 (C), 200.72 (CH), 201.03 (CH)ppm. IR (ATR): 3077 (w), 2976 (m), 2930 (w), 1688 (vs), 1478 (m), 1415 (s), 1366 (s), 1249 (m), 1167 (vs), 1064 (m), 913 (m), 773 (m)cm-1. HRMS (CI, isobutane): calcd 228.1600 (for C12H22NO3), found 228.1603 [M+H+]. C12H21NO3 227.30.

The synthetic route of 156731-40-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wuerdemann, Martina; Christoffers, Jens; Tetrahedron; vol. 70; 31; (2014); p. 4640 – 4644;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics