Category: 107017-73-2

Reference of 107017-73-2, These common heterocyclic compound, 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, 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.

4-(3-(4-Hydroxyphenyl)-4,4-dimethyl-5-oxo-2-thioxoimidazolidin-1-yl)-2-(trifluor omethyl)benzonitrile 14c (100 mg, 0.25 mmol) was placed in a reaction flask, followed by addition of tert-butyl (1-(hydroxymethyl)cyclopropyl)carbamate 6a (93 mg, 0.49 mmol), triphenylphosphine (97 mg, 0.37 mmol), 5 mL of dichloromethane and diisopropyl azodicarboxylate (75 mg, 0.37 mmol) successively. The reaction solution was stirred for 2 hours. The reaction solution was concentrated under the reduced pressure and the residue was purified by thin layer chromatography with elution system A to obtain the title compound tert-butyl (1-((4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin -1-yl)phenoxy)methyl)cyclopropyl)carbamate 37a (50 mg, yield 35.2%) as a white solid. MS m/z (ESI): 519.3 [M-56+1]

Statistics shows that tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate is playing an increasingly important role. we look forward to future research findings about 107017-73-2.

Reference:
Patent; Shanghai Hengrui Pharmaceutical Co. Ltd.; Jiangsu Hengrui Medicine Co. Ltd.; LU, Hejun; SUN, Piaoyang; FEI, Hongbo; JIANG, Hongjian; WANG, Haowei; DONG, Qing; EP2894151; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

107017-73-2, Name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, 107017-73-2, 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.

Step 2: tert-Butyl[1-(bromomethyl)cyclopropyl]carbamateA solution of 92.5 g of carbon tetrabromide in 150 ml of ether is added at ambient temperature to a solution of 34.5 g of the compound of the above Step 1 and 73.5 g of triphenylphosphine in 750 ml of ether. After stirring for 20 hours, the reaction mixture is filtered and concentrated. Chromatography on silica gel (dichloromethane/cyclohexane: 50/50) allows 15 g of the expected product to be obtained.

Statistics shows that tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate is playing an increasingly important role. we look forward to future research findings about 107017-73-2.

Reference:
Patent; LES LABORATOIRES SERVIER; US2010/317698; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 107017-73-2 as follows. 107017-73-2

Step 1 To a solution of tert-butyl (1-(hydroxymethyl)cyclopropyl)carbamate (Bioorg. Med. Chem. Lett., 2008, 18(6), 2188) (135 mg, 0.72 mmoles) in DCM (8 mL) was added Dess-Martin periodinane (277 mg, 0.65 mmole). After stirring 1 hr, the reaction was filtered through celite and concentrated to a yellow oil which was further purified by Isolera (7%-70% ethyl acetate/hexanes) to provide 84 mg (87%) of tert-butyl (l-formylcyclopropyl)-carbamate as a white solid.

According to the analysis of related databases, 107017-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Principia Biopharma Inc.; Goldstein, David Michael; US8673925; (2014); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

107017-73-2, A common compound: 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

d- Synthesis of Int. 37 : To a mixture of 36 (0.615 g, 1 .40 mmol ), l -(boc-amino)cyclopropylmethanol (0.275 g, 1.47 mmol) and diphenylphosphinopolystyrene (0.933 g, 2.80 mmol) in dry THF (12 mL) was added DBAD (0.644 g, 2.80 mmol). The mixture was stirred for 72 h at r.t. then filtered through a glass frit and washed with EtOAc. The filtrate was evaporated in vacuo to give 1.54 g of yellow oil. The residue was purified by prep. LC (Irregular SiOH, 15-40 mupiiota, 50 g Merck, mobile phase gradient: from DCM 100% to DCM 60%, EtOAc 40%) to give 636 mg of Int. 37 as a white foam (75%).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; MEVELLEC, Laurence, Anne; PASQUIER, Elisabeth, Therese, Jeanne; DESCAMPS, Sophie; MERCEY, Guillaume, Jean, Maurice; WROBLOWSKI, Berthold; VIALARD, Jorge, Eduardo; MEERPOEL, Lieven; JEANTY, Matthieu, Ludovic; JOUSSEAUME, Thierry, Francois, Alain, Jean; WO2015/144799; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

107017-73-2, A common heterocyclic compound, 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, molecular formula is C9H17NO3, 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.

To a solution of tert-butyl (1-(hydroxymethyl)cyclopropyl)carbamate (3.5 g; 18.7 mmol)and imidazole (2.54 g; 37.4 mmol) in DCM (40 mL) was added TBDPSCl (4.11 mL;18.7 mmol). The reaction mixture was stirred for 4 h. Water (50 mL) and DCM (20 mL)were added. The two layers were separated and the aq. phase was extracted twice with25 DCM (2 x 25 mL).The evaporation residue was purified by CC (EA-Hept) to afford thetitle compound as a colourless oil (8.85 g; > 95% yield).1H NMR (d6-DMSO) o: 7.64-7.60 (m, 4H); 7.49-7.40 (m, 6H); 7.20 (s, 1H); 3.66 (s, 2H);1.36 (br. s, 9H); 1.00 (s, 9H); 0.71-0.65 (m, 2H); 0.64-0.60 (m, 2H).MS (ESI, m/z): 426.1 [M+H+] for CzsH3sN03Si; tR = 1.11 min.

The synthetic route of tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; DIETHELM, Stefan; MIRRE, Azely; PANCHAUD, Philippe; SCHMITT, Christine; SURIVET, Jean-Philippe; (99 pag.)WO2017/198647; (2017); 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. 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, A new synthetic method of this compound is introduced below., 107017-73-2

To a solution of tert-butyl (1-(hydroxymethyl)cyclopropyl)carbamate (3.5 g; 18.7 mmol) and imidazole (2.54 g; 37.4 mmol) in DCM (40 mL) was added TBDPSC1 (4.11 mL;18.7 mmol). The reaction mixture was stirred for 4 h. Water (50 mL) and DCM (20 mL) were added. The two layers were separated and the aq. phase was extracted twice with DCM (2 x 25 mL). The evaporation residue was purified by CC (EA-Hept) to afford the title compound (8.85 g; >95% yield) as a colorless oil.?H NMR (d6-DMSO) oe: 7.64-7.60 (m, 4H); 7.49-7.40 (m, 6H); 7.20 (s, 1H); 3.66 (s, 2H);1.36 (br s, 9H); 1.00 (s, 9H); 0.7 1-0.65 (m, 2H); 0.64-0.60 (m, 2H).MS (ESI, mlz): 426.1 [M+Hj for C25H35NO3Si; tR = 1.11 mm.

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; ACTELION PHARMACEUTICALS LTD; PANCHAUD, Philippe; SCHMITT, Christine; SURIVET, Jean-Philippe; (141 pag.)WO2017/36968; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, I believe this compound will play a more active role in future production and life. 107017-73-2

To a solution of tert-butyl (l-(hydroxymethyl)cyclopropyl)carbamate (commercial, 15 g; 80.3 mmol) in DCM (235 mL), cooled to -20C, was slowly added DIPEA (45 mL; 263 mmol) over 15min. A solution of Pyr.S03 (38.75 g; 110 mmol ) in DMSO (108 mL; 1.52 mol) was added dropwise over 45min. The reaction mixture was stirred at 0C for 2h45. The reaction mixture was partitioned between water (1 L) and DCM (200 mL). The two layers were separated and the aq. layer was extracted once more with DCM (300 mL). The evaporation residue was purified by CC (Hept-EA) to afford the title compound (13.18 g; 89% yield) as a white solid. 1H NMR (d6-DMSO) delta: 8.99 (s, 1H); 7.55 (s, 1H); 1.44-1.31 (overlapped m, 2H); 1.39 (s, 9H); 1.19-1.10 (m, 2H). MS (ESI, m/z): 186.2 [M+H+] for C9H15N03; tR = 0.62 min

The chemical industry reduces the impact on the environment during synthesis 107017-73-2. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; CHAPOUX, Gaelle; DIETHELM, Stefan; GAUVIN, Jean-Christophe; PANCHAUD, Philippe; SURIVET, Jean-Philippe; (90 pag.)WO2017/37039; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics