Category: 108468-00-4

108468-00-4,Some common heterocyclic compound, 108468-00-4, name is 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene, molecular formula is C13H20N2O2, 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.

General procedure: A solution of 4-(Boc-aminomethyl)benzylamine (1) (1.0 mmol)and TEA (3.0 mmol) in anhydrous DCM (8 mL) was cooled with anice bath, then the corresponding sulfochloride (1.1 mmol, dissolvedin 2mL anhydrous DCM) was added dropwise. The reactionmixture was allowed to stir at 0 C for 1 h. After removing thecooling bath, the resulting mixture was stirred for 5 h at roomtemperature, then diluted with saturated aqueous NaHCO3 andextracted with DCM (10 mL) for three times. The combined organiclayer was sequentially washed with water and brine, dried withanhydrous Na2SO4, and concentrated in vacuo. The crude was purifiedby column chromatography with DCM/methanol (150:1, v/v)to yield the product as a white solid [5].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 108468-00-4, its application will become more common.

Reference:
Article; Bai, Renren; Sun, Jian; Liang, Zhongxing; Yoon, Younghyoun; Salgado, Eric; Feng, Amber; Oum, Yoonhyeun; Xie, Yuanyuan; Shim, Hyunsuk; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 195 – 205;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

108468-00-4, 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. 108468-00-4, name is 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of carboxylic acid (1.0 eq), amine (1.0-1.5 eq), N,N-diisopropylethylamine or triethylamine (1.5-3.0 eq) and a coupling agentsuch as HBTU (2-(1H-benzotriazol-i-yl)-i,i,3,3- tetramethyluronium hexafluorophosphate), HATU (1 -[Bis(dimethylamino)methylene]-i H-i 2,3-triazolo[4,5-b]pyridinium 3-oxidhexafluorophosphate) or HCTU (O-(i H-6-Chlorobenzotriazole-i -yl)1,1 ,3,3-tetramethyluronium hexafluorophosphate (1.0-1.5 eq) in anhydrous solvents such as DMF or DCM was stirred at room temperature for 1-72 h. The product was isolated and purified using one of the following methods: Step 4: Amide coupling of (S)-1 -[(R)-2-(tert-Butoxycarbonyl-methyl-amino)-4-phenyl- butyryl]-pyrrolidine-2-carboxylic acid (280 mg, 0.72 mmol) with 1-(N-boc-aminomethyl)-4-(aminomethyl)benzene (170 mg, 0.72 mmol) was carried out following General Method I using HATU (330 mg, 0.86 mmol) and DIPEA (0.30 mL, 1 .7 mmol) in DCM (50 mL). Purification by column chromatography (biotage, 0-80% EtOAc/petrol) gave ((R)-1-{(S)-2-[4-(tert- butoxycarbonylamino-methyl)-benzylcarbamoyl]-pyrrolidine-1 -carbonyl}-3-phenyl-propyl)-methyl-carbamic acid tert-butyl ester (230 mg, 51%) as a colourless oil.AnalpH2_MeOH_4MIN: Rt: 3.51 mi mlz 609 [M+H]

The synthetic route of 108468-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF LEEDS; PHILIPPOU, Helen; FOSTER, Richard; FISHWICK, Colin; REVILL, Charlotte; YULE, Ian; TAYLOR, Roger; NAYLOR, Alan; FALLON, Philip, Spencer; CROSBY, Stuart; HOPKINS, Anna; GUETZOYAN, Lucie, Juliette; MACNAIR, Alistair, James; STEWART, Mark, Richard; WINFIELD, Natalie, Louise; (273 pag.)WO2019/186164; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics